Default Latest Most Read Please wait a minute... External Photocatalyst-Free Visible-Light-Induced C3-Acylation of Quinoxalin-2(1H)-ones Shi Jianwei, Wei Wei Chinese Journal of Organic Chemistry 2020, 40 (7): 2170-2172. DOI: 10.6023/cjoc202000041 Abstract (592) PDF (444KB)(1201) Knowledge map Reference | Related Articles | Metrics Visible-Light-Induced Cycloaddition Involving N-Propargylanilines with Arylsulfonylhydrazides: Rapid Access to 3-Sulfonated Quinoline Derivatives without Base and Catalyst Peng Mei, Zheng Yangfan, Huang Hao, Ye Jia, Deng Xingguo, He Chunlian Chinese Journal of Organic Chemistry 2020, 40 (7): 2078-2085. DOI: 10.6023/cjoc202002007 Published: 13 April 2020 Abstract (675) PDF (497KB)(615) Knowledge map A visible-light-induced oxidative cyclization of N-propargylanilines with arylsulfonylhydrazides was developed using tert-butyl hydroperoxide as oxidant. This transformation offers a straightforward route to 3-sulfonated quinoline derivatives with good functional group tolerance, good to excellent yields and high regio-selectivity. Reference | Supporting Info. | Related Articles | Metrics Coupling of Hantzsch Esters with Baylis-Hillman Derivatives via Visible-Light Photoredox Catalysis Chen Yuefeng, Zhao He, Cheng Dongping, Li Xiaonian, Xu Xiaoliang Chinese Journal of Organic Chemistry 2020, 40 (5): 1297-1304. DOI: 10.6023/cjoc201911024 Published: 15 February 2020 Abstract (887) PDF (534KB)(980) Knowledge map 4-Alkyl Hasntzch esters are good alkyl radical storage. The preparation of multisubstituted α,β-unsaturated carboxylic acid esters under photocatalytic redox conditions by 4-alkyl Hantzsch esters and Baylis-Hillman adducts was investigated. The reaction conditions are mild and no additional additives are required. The coupling products were obtained in moderate to good yields. Reference | Supporting Info. | Related Articles | Metrics First Total Syntheses of 1-Benzoyl-3,4-dihydroisoquinoline Alkaloids Nelumstemine and Longifolonine Based on the Photo-oxidation Huang Yongkang, Xie Wenjing, Luo Yongqiang, Fan Qiqi, Zhu Xingliang, Liu Shiling, Shi Xiaoxin Chinese Journal of Organic Chemistry 2020, 40 (5): 1281-1289. DOI: 10.6023/cjoc201912002 Published: 15 February 2020 Abstract (655) PDF (551KB)(813) Knowledge map A novel synthetic route for the total syntheses of 1-benzoyl-3,4-dihydroisoquinoline alkaloids was developed. Nelumstemine was synthesized for the first time via 6 steps in 50% overall yield starting from 3,4-dimethoxybenzaldehyde, and longifolonine was also synthesized for the first time via 9 steps in 35% overall yield starting from vanillin. The key step of these total syntheses is photo-oxidation of 1-benzyl-3,4-dihydroisoquinolines to 1-benzoyl-3,4-dihydroisoquinolines by air under visible-light irradiation at room temperature. The unique mild photo-oxidation of 1-benzyl-3,4-dihydro-isoquinolines has been studied in detail. Reference | Supporting Info. | Related Articles | Metrics Recent Advances on the Photocatalytic and Electrocatalytic Thiocyanation Reactions Zhang Longfei, Niu Cong, Yang Xiaoting, Qin Hongyun, Yang Jianjing, Wen Jiangwei, Wang Hua Chinese Journal of Organic Chemistry 2020, 40 (5): 1117-1128. DOI: 10.6023/cjoc201912011 Published: 21 January 2020 Abstract (1345) PDF (820KB)(1967) Knowledge map Thiocyanate, as a versatile synthon, which has important application value in many fields such as pharmaceutical, pesticide and materials. The photocatalytic and electrocatalytic thiocyanation reactions have been widely concerned in organic chemistry due to the advantages of green, efficiency and safety. In this review, the cross-coupling/thiocyanation reactions based on the photocatalytic and electrocatalytic are described, which is expected to be helpful in exploring the green synthesis of thiocyanates compounds. Reference | Related Articles | Metrics Regio- and Stereo-selective Vicinal Fluoroarylation of Allenoates Zhang Faguang, Ma Jun'an Chinese Journal of Organic Chemistry 2020, 40 (4): 1082-1083. DOI: 10.6023/cjoc202000020 Abstract (432) PDF (358KB)(673) Knowledge map Reference | Related Articles | Metrics Recent Advancement in Benzofulvene Synthesis Shi Chuanxing, Feng Chenguo, Chen Yali, Zhang Shusheng, Lin Guoqiang Chinese Journal of Organic Chemistry 2020, 40 (4): 817-830. DOI: 10.6023/cjoc201910029 Published: 03 January 2020 Abstract (911) PDF (925KB)(1416) Knowledge map Benzofulvenes were widely found in natural products and bioactive molecules, and also served as important building blocks in material science and transition-metal chemistry. Great efforts have been devoted to the efficient synthesis of these interesting molecules, and rapid advancement has been made in the past two decades. According to the types of the initiation of the reaction, these methods can roughly be classified into five categories:thermal or photochemical cyclization of enyne-al-lenes or enediynes, transition metal-catalyzed sequential cyclization reaction, electrophilic or nucleophilic attack initiated cyclization, radical initiated cyclization and acid promoted cyclization. This review describes the important synthetic methods of benzofulvenes according to their reaction types. Reference | Related Articles | Metrics Progress in Photoinduced Decarboxylative Radical Cross-Coupling of Alkyl Carboxylic Acids and Their Derivatives Zhou Mingdong, Qin Pitao, Jing Like, Sun Jing, Du Haiwu Chinese Journal of Organic Chemistry 2020, 40 (3): 598-613. DOI: 10.6023/cjoc201909030 Abstract (1277) PDF (954KB)(2441) Knowledge map Alkyl carboxylic acids are among the most ubiquitous organic molecules found in nature. The reactions using abundant carboxylic acid and its derivatives as starting materials deserve widespread attention over the world. They are often easy to generate alkyl radical by photoredox catalysis under mild conditions for building various chemical bonds in organic chemistry. Based on the reaction modes, decarboxylation of alkylcarboxylic acids and their derivatives, the recent progress in decarboxylation of alkylcarboxylic acids and their derivatives under visible light is reviewed. Reference | Related Articles | Metrics Recent Advances in Transition Metal-Catalyzed Cross-Coupling Reactions Directly Promoted by Visible Light Li Zhenlong, Jin Jian, Huang Shahua Chinese Journal of Organic Chemistry 2020, 40 (3): 563-574. DOI: 10.6023/cjoc201910031 Abstract (1335) PDF (892KB)(1941) Knowledge map Over the last decades, the transition metal-catalyzed cross-coupling reactions have become powerful organic synthetic methods for forming carbon-carbon and carbon-heteroatom bonds. Very recently, the introduction of visible light into transition metal catalysis opened a new avenue for achieving novel, highly enabling cross-coupling reactions that otherwise were elusive. This type of reaction has received extensive attention due to its simple, mild conditions and no need of photocatalyst. Based on the classification of transition metals, the research progress of transition metal-catalyzed cross-coupling reactions directly promoted by visible light is reviewed. Reference | Related Articles | Metrics Visible Light-Induced Aldehyde Reductive Minisci Reaction towards N-Heterocycles Peng Sha, Lin Yingwu, He Weimin Chinese Journal of Organic Chemistry 2020, 40 (2): 541-542. DOI: 10.6023/cjoc202000006 Abstract (734) PDF (456KB)(1233) Knowledge map Reference | Related Articles | Metrics Progress on the Photocatalytic Organic Hydrogen-Evolution Coupling/Aromatization Reaction Chen Feng, Chen Hao, Wu Qing'an, Luo Shuping Chinese Journal of Organic Chemistry 2020, 40 (2): 339-350. DOI: 10.6023/cjoc201909024 Published: 01 November 2019 Abstract (1202) PDF (992KB)(2494) Knowledge map The photocatalytic redox reactions have been widely concerned in organic chemistry due to their green, efficiency and safety. In this review, the cross-coupling/aromatization reactions are described based on photocatalytic organic hydrogen-evolution, which can be used to build organic carbon-carbon and carbon-heteroatom bonds by using a photocatalyst/catalyst dual catalytic system. Hydrogen is the only by-product in these reactions. The system and catalytic mechanisms of organic photocatalytic redox reaction are highlighted. Reference | Related Articles | Metrics Fabrication of Supramolecular Artificial Light-Harvesting System with Sequential Energy Transfer for Photochemical Catalysis Pangannaya Srikala, Jiang Juli, Wang Ruibing Chinese Journal of Organic Chemistry 2020, 40 (1): 243-244. DOI: 10.6023/cjoc202000003 Abstract (551) PDF (1125KB)(812) Knowledge map Reference | Related Articles | Metrics Visible-Light Induced Cyanomethylation of Diaryl Allyl Alcohols to Synthesize δ-Ketonitriles Du Linlin, Li Tiesheng Chinese Journal of Organic Chemistry 2020, 40 (1): 140-148. DOI: 10.6023/cjoc201905054 Abstract (641) PDF (633KB)(614) Knowledge map A photocatalyzed method for the synthesis of δ-ketonitriles from the reaction of diaryl allyl alcohols with bromoacetonitrile is developed. The result of control experiments indicates that the reaction might proceed via a free radical mechanism and bromoacetonitrile was the source of cyanomethyl radical. Reference | Supporting Info. | Related Articles | Metrics Visible-Light-Induced α-C(sp3)—H Amination Reactions of Tertiary Amines Zhao Yating, Zeng Junjie, Xia Wujiong Chinese Journal of Organic Chemistry 2020, 40 (1): 133-139. DOI: 10.6023/cjoc201907002 Published: 05 September 2019 Abstract (1042) PDF (599KB)(1066) Knowledge map Herein, the visible-light-induced α-C(sp3)—H amination reactions of tertiary amines were reported. By using readily available 1,3-dioxoisoindolin-2-yl benzoate as precursor of N-radical and blue LEDs as green and sustainable energy source, the α-C(sp3)—H bonds of various N,N-dimethylaniline derivatives were aminated directly. Based on radical trapping experiment and documented literature, a mechanism involving radicals coupling was proposed. This method featured in mild reaction conditions and good functional group tolerance, which provides a simple and practical protocol to the modification of tertiary amines. Reference | Supporting Info. | Related Articles | Metrics Visible-Light Promoted Preparation of Benzimidazoles by Eosin Y Catalyzed Reaction of Benzonitrile Derivatives in Water Lin Mei, Wu Fan, Liu Tianhui, Chen Zhitao, Xu Xiuzhi, Ke Fang Chinese Journal of Organic Chemistry 2020, 40 (8): 2563-2569. DOI: 10.6023/cjoc202004016 Published: 28 May 2020 Abstract (809) PDF (521KB)(743) Knowledge map A novel visible-light-introduced reaction for the construction of benzimidazole derivatives via radical cyclization of o-phenylenediamines with benzonitrile derivatives in water has been developed. The reaction has been achieved in high yield under mild conditions by using Eosin Y as photocatalyst, which is cheap, easy to handle and environmentally friendly. A variety of benzimidazoles were obtained in up to 91% yields. It might provide a promising protocol for the synthesis of benzimidazole derivatives. Reference | Supporting Info. | Related Articles | Metrics Light-Promoted Nickel Catalysis: Etherification of Aryl Electro-philes with Alcohols Catalyzed by Ni(II)/Aryl Complex Xiao Cong, Xiao Wenjing Chinese Journal of Organic Chemistry 2020, 40 (9): 3004-3006. DOI: 10.6023/cjoc202000059 Abstract (500) PDF (441KB)(643) Knowledge map Reference | Related Articles | Metrics Visible-Light Promoted Hydroxylation of Aryl Halides under Mild Reaction Conditions in Neat Water Xu Xiuzhi, Zhang Fan, Huang Sheng, Zhang Zhiqiang, Ke Fang Chinese Journal of Organic Chemistry 2020, 40 (9): 2912-2918. DOI: 10.6023/cjoc202005004 Published: 17 July 2020 Abstract (1191) PDF (1026KB)(1180) Knowledge map A novel visible-light-introduced reaction for the construction of phenols via hydroxylation of aryl halides has been developed. The reaction has been achieved in high yield under mild conditions by using iodine as photocatalyst, which is cheap, easy to handle and environmentally friendly. A variety of phenols were obtained in up to 92% yields. Moreover, aryl chlorides were also successfully employed as substrates, affording the target phenols in good isolated yields. It might provide promising protocol for the synthesis of phenol derivatives. Its application was performed by the synthesis of 5-acetyl-4-hy-droxy-2-methoxybenzyl diisopropylcarbamodithioate, which displayed significant anti-proliferation effect. Reference | Supporting Info. | Related Articles | Metrics Photoelectrochemical Dehydrogenative Cross-Coupling of Heteroarenes with Aliphatic C—H Bonds Hu Xia, Lei Aiwen Chinese Journal of Organic Chemistry 2020, 40 (10): 3471-3472. DOI: 10.6023/cjoc202000064 Abstract (629) PDF (358KB)(851) Knowledge map Reference | Related Articles | Metrics Photoredox-Catalysed New Radical Borylation Pathways for Organoboron Synthesis Xu Hehuan, Jiang Zhiyong Chinese Journal of Organic Chemistry 2020, 40 (10): 3483-3484. DOI: 10.6023/cjoc202000069 Abstract (481) PDF (445KB)(768) Knowledge map Reference | Related Articles | Metrics Visible-Light-Promoted Ir(III)-Catalyzed Z→E Isomerization of Monofluorostilbenes Zhang Qi-Qi, Lin Peng-Peng, Yang Ling, Tan Dong-Hang, Feng Si-Xin, Wang Honggen, Li Qingjiang Chinese Journal of Organic Chemistry 2020, 40 (10): 3314-3326. DOI: 10.6023/cjoc202005048 Published: 23 July 2020 Abstract (738) PDF (649KB)(753) Knowledge map A photocatalytic Z to E isomerization of monofluorostilbenes in the presence of visible light (blue LEDs) has been developed. The transformation, which proceeds through a selective energy transfer pathway with Ir(Ⅲ) complex, offers facile access to thermodynamically less stable E-monofluoroalkenes with synthetically useful efficiency (up to 96% yield, up to 91:9 E:Z). Mild reaction conditions, good functional groups tolerance, and broad substrate scope were observed. Furthermore, the synthetic utility of this method is demonstrated by the rapid synthesis of monofluorinated cis-DMU-212 analogue E-30. Reference | Supporting Info. | Related Articles | Metrics Visible-Light-Promoted Diiodination of Alkynes Using Sodium Iodide Lu Lingling, Li Yiming, Jiang Xuefeng Chinese Journal of Organic Chemistry 2020, 40 (10): 3354-3361. DOI: 10.6023/cjoc202005062 Published: 17 July 2020 Abstract (653) PDF (644KB)(594) Knowledge map 1,2-Diiodoalkenes can be used as precursors for synthesis of functional molecules such as heterocyclic drugs and organic conjugated materials due to their derivability of functional groups. Herein, alkynes can be converted into 1,2-trans-diiodioalkenes efficiently and conveniently by using inexpensive and stable sodium iodide as iodine source and air as oxidant under the visible-light (blue light) with normal temperature and atmospheric pressure. The corresponding reactions were operated under mild conditions with inexpensive and easily accessible reagents, which obviate the need of transition-metal-catalysts or oxidizing reagents. Meanwhile, this method is compatible with a wide range of substrates, including terminal and internal alkynes even the peptide and carbohydrates containing a variety of heteroatoms and active hydrogen. Reference | Supporting Info. | Related Articles | Metrics Visible-Light Photocatalytic Remote Halo-difluoroalkylation of Thioalkynes Zhu Haiqian, Shang Tianbo, Lu Zenghui, Luo Fang, Zhu Gangguo Chinese Journal of Organic Chemistry 2020, 40 (10): 3410-3419. DOI: 10.6023/cjoc202005066 Published: 13 June 2020 Abstract (680) PDF (575KB)(787) Knowledge map Fluoroalkylated alkenes are of significant importance in life sciences and functional materials. The fluoroalkylation of alkynes offers an efficient method for the synthesis of functionalized fluoroalkylated alkenes. However, the current methods are often limited to 1,2-difunctionalization, while the remote fluoroalkylative difunctionalization of alkynes has been rarely developed. Herein, a novel visible-light-induced remote halo-difluoroalkylation of thioalkynes is realized with difluoroalkyl halides as the radical source, forming distally halogenated (Z)-fluoroalkylated alkenes in moderate to high yields with excellent regio-, stereo-, and site-selectivity. The notable features of this reaction include the mild reaction conditions, broad substrate scope, concurrent formation of three new chemical bonds, and a thermodynamically less stable (Z)-alkene, thus enabling it a highly attractive method for organic synthesis. It represents a new advance on the direct C-H bond halogenation. Preliminary mechanistic studies indicate a cascade radical process involving the heteroatom-induced β-fluoroalkylation of C-C triple bonds, intramolecular 1,5-hydrogen atom transfer (1,5-HAT), single electron transfer (SET) oxidation and halide addition. Reference | Supporting Info. | Related Articles | Metrics Recent Advances in Visible-Light-Promoted Transformation of Alkyl Boron Compounds Shi Dunfa, Wang Lu, Xia Chungu, Liu Chao Chinese Journal of Organic Chemistry 2020, 40 (11): 3605-3619. DOI: 10.6023/cjoc202006033 Published: 09 September 2020 Abstract (1027) PDF (961KB)(1252) Knowledge map Organoboron compounds are valuable synthetic intermediates and widely used in the synthesis of medicine, pesticide and organic optoelectronic materials due to their extensive resouce and highly transformable ability. Among various organoboron compounds, the synthesis and transformation of alkylboron compounds have attracted much attention. As a sustainable and green energy, visible light shows an important effect in organic systhesis. Tetracoordinated alkylboron compounds could occur single electron transfer (SET) process to generate alkyl radical for further transformations. Herein, the recent advances in the photoinduced transformation of alkyl boron compounds are summarized. Reference | Related Articles | Metrics Photoinduced Decatungstate-Catalyzed C-H Functionalization Yuan Xiaoya, Yang Guoping, Yu Bing Chinese Journal of Organic Chemistry 2020, 40 (11): 3620-3632. DOI: 10.6023/cjoc202006068 Published: 09 September 2020 Abstract (1953) PDF (1456KB)(2291) Knowledge map In recent years, decatungstate [W10O32]4- as a catalyst has attracted much attention in the field of photocatalytic organic synthesis. With the catalysis of decatungstate, the C—H bond of substrate can be converted into the corresponding radical via a hydrogen atom transfer (HAT) progress under light irradiation. In this review, we summarized the recent advances of the application of decatungstate as a photocatalyst for the C—H functionalization to construct C—C, C—N, C—F bonds. Reference | Related Articles | Metrics Tris(trimethylsilyl)silane/O2-Promoted and Photo-accelerated Conversion of Alkyl Iodides to Alcohols Li Jianyu, Zeng Jinlong, Chen Jianfeng, Zhao Baoguo Chinese Journal of Organic Chemistry 2020, 40 (11): 3853-3857. DOI: 10.6023/cjoc202006055 Published: 19 August 2020 Abstract (711) PDF (490KB)(469) Knowledge map A mild method for the conversion of alkyl iodides to alcohols was developed. The transformation was promoted by tris(trimethylsilyl)silane/O2 and accelerated by photoredox catalysis under visible light irradiation conditions. Various alkyl iodides, including primary, secondary and tertiary iodides, can be smoothly converted to the corresponding alcohols in 38%~99% yields. Reference | Supporting Info. | Related Articles | Metrics Recent Progress of Photocatalytic Methylation of Arenes Du Jianbo, Chen Yuegang, Zuo Zhiwei Chinese Journal of Organic Chemistry 2020, 40 (11): 3646-3655. DOI: 10.6023/cjoc202006079 Published: 19 August 2020 Abstract (990) PDF (920KB)(1819) Knowledge map Methylation of arenes is one of the versatile approaches to achieve structural modification in organic and medicinal chemistry. Installation of a methyl group onto an aromatic ring can lead to significant improvenent of the physical properties and biological activity of this molecule, thusly the effect oftentimes is called the“magic methyl effect”. During the past few years, visible-light-induced photocatalysis has emerged as a powerful tool for the development of efficient transformations in organic synthesis. Compared to traditional radical mediated reactions, the use of visible light as energy input is more environmentally benign. Recently, a series of aryl methylation reactions enabled by visible light photoredox catalysis have been reported and applied in the synthesis of pharmaceutically-interested products. In this review, the recent progress of visible-light-induced aryl methylation reactions is briefly summaried, with discussions of different reaction pathways. Reference | Related Articles | Metrics Visible-Light Photoredox and Palladium Dual Catalysis in Organic Synthesis Zhou Wenjun, Jiang Yuanxu, Chen Liang, Liu Kaixing, Yu Dagang Chinese Journal of Organic Chemistry 2020, 40 (11): 3697-3713. DOI: 10.6023/cjoc202004045 Published: 29 May 2020 Abstract (2267) PDF (1077KB)(3166) Knowledge map Palladium-catalyzed organic transformations is an important branch of organometallic chemistry. Because it can efficiently construct carbon-carbon bonds and carbon-heteroatom bonds, palladium catalysis has been widely used in synthetic chemistry, material science and pharmaceutical industry. However, some of these reactions suffer from harsh reaction conditions, including high temperature and strong base. On the other hand, the visible-light photoredox catalysis employs the visible light as the energy source to generate highly reactive intermediates and realize many novel transformations, which are rare under the normal thermal reaction conditions, under mild reaction conditions. However, there are also limitations in reaction types and substrate scope in this field. In order to solve such problems in these two fields, organic chemists have merged the visible-light photoredox catalysis and palladium catalysis, realizing a series of novel organic transformations through the electron transfer or energy transfer between photosensitizer and organic palladium complex under mild conditions with high efficiency and selectivity, which has broad substrate scope and great application potential. In these transformations, visible-light photoredox catalysis and palladium catalysis both play their respective roles and cooperate well. The application of visible light photoredox and palladium dual catalysis in organic synthesis is summarized and the future research directions in this field are analyzed, which might help the further development of this field. Reference | Related Articles | Metrics Asymmetric Photoinduced Giese Radical Addition Enabled by a Single Chiral-at-Metal Rhodium Complex Chen Liang, Hu Liangjian, Du Yu, Su Weiping, Kang Qiang Chinese Journal of Organic Chemistry 2020, 40 (11): 3944-3952. DOI: 10.6023/cjoc202004041 Published: 19 May 2020 Abstract (1063) PDF (609KB)(773) Knowledge map A visible-light driven asymmetric Giese radical addition catalyzed by a bifunctional chiral-at-metal rhodium complex has been developed. para-Aminobenzyl radicals generated from para-aminophenylacetic acids could undergo a 1,4-addition in a highly enantioselective approach to α,β-unsaturated 2-acyl imidazoles, and a variety of corresponding adducts were obtained in moderate to high yields with excellent enantioselectivities. This reaction features high enantioselectivity, mild reaction conditions and an operationally simple procedure. A plausible reaction mechanism is proposed based on our research and literature precedents on dual functional chiral-at-metal catalysis. Reference | Supporting Info. | Related Articles | Metrics Generation and Application of Iminyl Radicals from Oxime Derivatives Enabled by Visible Light Photoredox Catalysis Song Changhua, Shen Xu, Yu Fang, He Yupeng, Yu Shouyun Chinese Journal of Organic Chemistry 2020, 40 (11): 3748-3759. DOI: 10.6023/cjoc202004008 Published: 08 May 2020 Abstract (2511) PDF (1067KB)(2240) Knowledge map The advent of visible light photoredox catalysis has transformed the way of single-electron transfer (SET) processes and accessing radical species. As a result, the chemistry of nitrogen-centered radicals has witnessed a remarkable gain in interest. Specifically, under visible light photoredox catalysis, iminyl radicals can be generated from oxime derivatives, such as O-acyl oximes, O-aryl oximes and α-imino-oxy acids. Meanwhile, the reactivity of iminyl radcials is investigated systematically. Iminyl radicals can undergo four major classes of reactions, namely addition to arenes, intramolecular hydrogen atom transfer and subsequent reactions, addition to alkenes, Norrish type-I fragmentation (cleavage of α-carbon-carbon bonds) and subsequent reactions. In this review, the most significant progresses in the use of oximes and their derivatives as iminyl precursors are discussed and their engagement in photoredox-mediated transformations is outlined. Reference | Related Articles | Metrics Porous Organic Polymers as Heterogeneous Catalysts for Visible Light-Induced Organic Transformations Xu Zi-Yue, Luo Yi, Wang Hui, Zhang Dan-Wei, Li Zhan-Ting Chinese Journal of Organic Chemistry 2020, 40 (11): 3777-3793. DOI: 10.6023/cjoc202003070 Published: 30 April 2020 Abstract (1035) PDF (964KB)(1179) Knowledge map The recent applications of porous organic polymers (POPs) as heterogeneous catalysts for visible light-induced organic transformations are summarized. POPs are constructed from conjugated organic monomers, having the features of convenient synthesis and characterization, high stability for quick recovery and reuse, structural diversity as well as high modifiability. POPs possess rigid conjugated frameworks, relatively large surface areas, tunable porosity and typically insoluble in water or organic solvents, and thus ideal platforms for the development of heterogeneous catalysts. Through incorporating conjugated sensitizer units into the backbones or attaching the sensitizers to the backbone linkers, POPs can be developed as efficient heterogeneous photocatalysts for visible light-induced organic transformations. Due to their high stability and insolubility, POP catalysts can be easily recovered through filtration or centrifugation and recycled. POP-based photocatalysis combines visible light utility and catalyst recycling and thus represents a green and sustainable technique. Reference | Related Articles | Metrics Synthesis of 10-Phenanthrenol Derivatives via Visible Light Catalyzed Itramolecular Cycloaromatization Teng Qiaoling, Xu Lulu, Cheng Dongping, Xu Xiaoliang Chinese Journal of Organic Chemistry 2020, 40 (12): 4258-4266. DOI: 10.6023/cjoc202005077 Published: 06 August 2020 Abstract (500) PDF (476KB)(534) Knowledge map Phenanthrene derivatives play an important role in pharmaceutical chemistry and material science. Due to its advantages of green, mild reaction conditions and great application potential, visible light catalysis has become a powerful tool in organic synthesis. In this paper, under the catalysis of photocatalyst Ir[dF(CF3)ppy]2(dtbbpy)PF6, a series of 10-phenanthrenol derivatives were synthesized from 2-arylbenzoyl acetate derivatives in moderate to good yields through intramolecular cycloaromatization. In addition, the plausible reaction mechanism was also proposed. Reference | Supporting Info. | Related Articles | Metrics Visible-Light Induced Sulfonylation of Nitroolefins for the Synthesis of Vinyl Sulfones under Photocatalyst Free Conditions Chen Demao, Sun Yuanyuan, Dong Daoqing, Han Qingqing, Wang Zuli Chinese Journal of Organic Chemistry 2020, 40 (12): 4267-4273. DOI: 10.6023/cjoc202006025 Published: 06 August 2020 Abstract (649) PDF (553KB)(609) Knowledge map An eco-friendly visible light-induced approach for the synthesis of vinyl sulfones from the reaction of nitroolefins with sulfinic acid under photocatalyst free conditions was developed. Simple operation, mild reaction conditions, broad substrate scope and good yields of the desired products made this transformation have an excellent prospect. The anti-microbial activity test showed that some of the desired products had moderate inhibitory rate against V. mali and C. glecosporioides. Reference | Supporting Info. | Related Articles | Metrics Application of Iodine and Iodide in Photocatalysis Organic Synthesis Liu Yang, Lin Liqing, Han Yinghui, Liu Yingjie Chinese Journal of Organic Chemistry 2020, 40 (12): 4216-4227. DOI: 10.6023/cjoc202004053 Published: 28 June 2020 Abstract (1042) PDF (751KB)(1516) Knowledge map Photoredox catalysis has become a universal tool to catalyze a wide variety of chemical reactions with high selectivity under mild conditions. However, traditional photocatalysis relies heavily on photocatalysts with the problems such as high price and environmental pollution. Because iodine and iodide have the advantages of cheap, non-toxic and unique photoreactivity, their application in photochemical synthesis has attracted more and more attention in recent years. The research progress of photo-redox catalysis reactions mediated by iodine and iodide in recent years is summarized, and their future outlook is also discussed. Reference | Related Articles | Metrics HIGHLIGHT Enantioselective Alkylation of Azoles by Merging Visible Light and Copper Catalysis Xiangsheng Li, Qiang Liu Chinese Journal of Organic Chemistry 2021, 41 (2): 863-864. DOI: 10.6023/cjoc202100012 Abstract (409) HTML (13) PDF (384KB)(436) Knowledge map Fig. & Tab. | Reference | Related Articles | Metrics HIGHLIGHT Visible-Light-Driven Sulfonamide Catalyzed Alkylation of α-C(3)—H Bonds of Heteroatoms Quanqing Zhao, Jiarong Chen Chinese Journal of Organic Chemistry 2021, 41 (2): 871-872. DOI: 10.6023/cjoc202100016 Abstract (992) HTML (27) PDF (416KB)(953) Knowledge map Fig. & Tab. | Reference | Related Articles | Metrics NOTE Visible-Light-Induced Preparation of Quinazolinones by Oxidation of Benzyl Alcohols in Water Fan Zhang, Huiqing Hou, Xiuzhi Xu, Zhitao Chen, Fang Ke Chinese Journal of Organic Chemistry 2021, 41 (2): 833-841. DOI: 10.6023/cjoc202007027 Published: 16 September 2020 Abstract (656) HTML (13) PDF (754KB)(645) Knowledge map A novel visible-light-introduced reaction for the construction of quinazolinone derivatives via radical cyclization of 2-aminobenzamides with benzyl alochols under water phase has been developed. The reaction has been achieved in high yield under mild conditions by using I2 as photocatalyst, which is cheap, available and easy to handle. A variety of quinazolinones were obtained in yields up to 92%. It might provide a promising protocol for the synthesis of quinazolinone derivatives. Its application was performed by the synthesis of N-(2-fluoro-5-methylphenyl)-6-(2,2,2-trifluoroethoxy)pteridin-4-amine, which displayed significant inhibitory activity. Fig. & Tab. | Reference | Supporting Info. | Related Articles | Metrics Review Application of α-Aminoalkyl Radical in Visible Light Catalysis He Zhao, Dongping Cheng, Xiaoliang Xu Chinese Journal of Organic Chemistry 2021, 41 (2): 642-660. DOI: 10.6023/cjoc202005055 Published: 09 September 2020 Abstract (1135) HTML (32) PDF (1110KB)(1216) Knowledge map Because of its low cost and environmental friendliness, visible light catalysis has been widely used in organic synthesis in recent years. Among them, α-aminoalkyl radical plays an important role because of its high activity and accessibility. The development and application of this active radical in visible light catalysis are mainly summarized and its outlook in the future is given. Fig. & Tab. | Reference | Related Articles | Metrics HIGHLIGHTS Proton-Coupled Electron Transfer for Photosynthesis of Phosphorylated N-Heteroaromatics Rongnan Yi, Weimin He Chinese Journal of Organic Chemistry 2021, 41 (3): 1267-1268. DOI: 10.6023/cjoc202100022 Abstract (449) HTML (8) PDF (481KB)(592) Knowledge map Fig. & Tab. | Reference | Related Articles | Metrics HIGHLIGHTS Synthesis of Chiral Unnatural α-Amino Acids Enabled by Photoredox/Brønsted Acid Cocatalysis Hong-Hao Zhang, Shouyun Yu Chinese Journal of Organic Chemistry 2021, 41 (4): 1744-1745. DOI: 10.6023/cjoc202100025 Abstract (618) HTML (25) PDF (492KB)(522) Knowledge map Fig. & Tab. | Reference | Related Articles | Metrics HIGHLIGHTS Macrolactones via Photoinduced Ring Expansion of Cyclic Ketones Juntao Ye Chinese Journal of Organic Chemistry 2021, 41 (4): 1755-1756. DOI: 10.6023/cjoc202100030 Abstract (917) HTML (16) PDF (490KB)(595) Knowledge map Fig. & Tab. | Reference | Related Articles | Metrics page Page 1 of 2 Total 72 records First page Prev page Next page Last page