“SO2F”源直接构建磺酰氟官能团的合成应用研究进展

doi:10.6023/cjoc202409035

摘要/Abstract

磺酰氟化合物因其独特的生物活性和化学反应性能而备受关注. 磺酰氟官能团通常通过S—F键的构建来实现. 近年来, 随着点击化学概念的兴起, 化学家们获得了一种全新的方法, 能够利用“SO₂F”源试剂, 直接在分子结构中引入磺酰氟官能团, 从而兼顾反应的选择性与合成效率. 本综述将对近年来开发的各类“SO₂F”源试剂及其在合成中的应用进行概述.

关键词: 磺酰氟化合物, 硫酰氟, 氟磺酰胺咪唑盐, 点击化学

Sulfonyl fluoride compounds have garnered significant attention due to their unique biological activity and reactivity. The sulfonyl fluoride functional group is typically introduced by constructing S—F bond. In recent years, the rise of the click chemistry concept has provided chemists with a novel approach, utilizing “SO₂F” reagents to directly introduce the sulfonyl fluoride functional group into molecular structures, balancing both reaction selectivity and synthetic efficiency. This review provides an overview of the synthesis and applications of various “SO₂F” reagents developed in recent years.

Key words: sulfonyl fluoride compounds, sulfuryl fluoride, fluorosulfuryl imidazolium salt, click chemistry

引用此文

韩哲, 崔银, 丁成荣, 杨建, 张国富. “SO₂F”源直接构建磺酰氟官能团的合成应用研究进展[J]. 有机化学, 2025, 45(7): 2245-2264.

Zhe Han, Yin Cui, Chengrong Ding, Jian Yang, Guofu Zhang. Research Progress on the Synthetic Applications of Direct Construction of Sulfonyl Fluoride Functional Groups Using "SO₂F" Sources[J]. Chinese Journal of Organic Chemistry, 2025, 45(7): 2245-2264.

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图/表 64

图式1. 制备磺酰氟化合物的通用方法

Scheme 1. General methods for the preparation of sulfonyl fluoride compounds

图式2. 硫酰氟与酚反应合成芳基氟磺酸酯

Scheme 2. Production of aryl fluorosulfates from phenols trea- ted with SO2F2

图式3. 2-(二苯基膦酰基)苯基氟磺酸酯的合成

Scheme 3. Synthesis of 2-(diphenyl)phosphanyl phenyl fluoro- sulfate

图式4. 芳基硅醚到二芳基硫酸酯的转化

Scheme 4. Conversions of aryl silyl ethers to diarylsulfates

图式5. 硫酰氟促进酚一锅法转化成联芳烃

Scheme 5. SO2F2-promoted one-pot transformations of phenols into the corresponding biaryls

图式6. 硫酰氟促进苯酚一锅法转化为二芳基胺

Scheme 6. SO2F2-promoted one-pot transformations of phenols into biarylamines

图式7. 硫酰氟和四甲基氟化铵促进酚脱羟基氟化反应

Scheme 7. Deoxy fluorination of phenols using SO2F2 and Me4NF

图式8. SO2F2介导的钯催化一氧化碳插入酚类化合物一锅法合成芳基羧酸和酯

Scheme 8. SO2F2-mediated one-pot synthesis of aryl carboxylic acids and esters from phenols through a Pd-catalyzed insertion of carbon monoxide

图式9. 硫酰氟促进钯催化酚的酰胺化反应

Scheme 9. SO2F2-promoted Pd-catalyzed amidation of phenols

图式10. 二氧化碳参与的镍催化芳基和杂芳基氟磺酸酯的羧化反应

Scheme 10. Nickel-catalyzed carboxylation of aryl and heteroaryl fluorosulfates using carbon dioxide

图式11. 硫酰氟促进钯催化的脱羟基氰化反应

Scheme 11. SO2F2-promoted Pd-catalyzed dehydroxylative cyanation reaction

图式12. 镍和钯催化的芳基氟磺酸酯和亚磷酸酯的交叉偶联

Scheme 12. Nickel- and palladium-catalyzed cross-coupling of aryl fluorosulfonates and phosphites

图式13. 硫酰氟介导的醇的氧化脱氢及脱水生成炔烃

Scheme 13. SO2F2-mediated oxidative dehydrogenation and dehydration of alcohols to alkynes

图式14. 硫酰氟促进醇选择性氧化反应

Scheme 14. SO2F2-promoted selective oxidation of alcohols

图式15. 钯催化苄醇和芳基硼酸的直接脱羟基交叉偶联

Scheme 15. Pd-catalyzed direct dehydroxylative cross-coupling of benzylic alcohols and aryl boronic acids

图式16. 硫酰氟介导钯催化醇与缺电子烯烃的脱水交叉偶联反应

Scheme 16. SO2F2-mediated dehydrative cross-coupling of alcohols with electron-deficient olefins using a Pd-catalyst

图式17. 硫酰氟促进的一锅法1,1-二氢氟烷基化反应

Scheme 17. SO2F2-promoted one-pot 1,1-dihydrofluoro-alkylation

图式18. 硫酰氟促进醇的硫氰化反应

Scheme 18. Sulfuryl fluoride-promoted thiocyanation of alcohols

图式19. 硫酰氟促进醇脱氧卤代反应

Scheme 19. SO2F2-promoted deoxygenhalogenation from alcohols

图式20. 对称取代磺酰胺的合成

Scheme 20. Synthesis of symmetrically substituted sulfamides

图式21. 硫酰氟促进合成N,N-二取代氟磺酰胺

Scheme 21. SO2F2-promoted synthesis of N,N-disubstituted sulfamoyl fluorides

图式22. 硫酰氟促进醛肟脱水合成腈

Scheme 22. SO2F2-promoted dehydration of aldoximes into nitriles

图式23. 硫酰氟促进酮肟Beckmann重排反应合成酰胺

Scheme 23. SO2F2-activated efficient Beckmann rearrangement of ketoximes for accessing amides

图式24. 通过硫酰氟活化蒂曼重排直接将腈转化为氰胺的串联过程

Scheme 24. A cascade process for directly converting nitriles (RCN) to cyanamides (RNHCN) via SO2F2-activated Tiemann rearrangement

图式25. 醛利用硫酰氟和四甲基氟化铵发生脱氧氟化反应

Scheme 25. Deoxyfluorination of benzaldehydes using SO2F2 and Me4NF

图式26. 硫酰氟促进N-芳基羟胺Bamberger重排反应

Scheme 26. SO2F2-promoted Bamberger rearrangement of N-arylhydroxylamines

图式27. 硫酰氟促进合成邻氨基芳基磺酰氟化合物

Scheme 27. SO2F2-promoted synthesis of arenesulfonyl fluorides

图式28. 由硫酰氟和格氏试剂制备磺酰氟化合物

Scheme 28. Synthesis of sulfonyl fluorides from sulfuryl fluoride and Grignard reagents

图式29. 经SuFEx过程和1,3-重排实现酮的β-位磺酰胺化

Scheme 29. β-Sulfonamidation of ketones via SuFEx process and 1,3-rearrangement

图式30. 氟磺酰胺咪唑盐A的合成

Scheme 30. Synthesis of fluorosulfuryl imidazolium salt A

图式31. 用氟磺酰胺咪唑盐合成氟磺酸酯

Scheme 31. Synthesis of fluorosulfonate using fluorosulfonamide imidazolium salt

图式32. 氟磺酰胺咪唑盐与仲胺反应合成氟磺酰胺化合物

Scheme 32. Synthesis of sulfamoyl fluorides from fluorosulfuryl imidazolium salt and secondary amines

图式33. 氟磺酰胺咪唑盐与伯胺反应合成氟磺酰胺化合物

Scheme 33. Synthesis of sulfamoyl fluorides from fluorosulfuryl imidazolium salt and primary amines

图式34. 利用硫(VI)氟交换点击反应合成新型杀虫剂N,N'-二取代磺酰胺衍生物

Scheme 34. Synthesis of novel pesticidal N,N'-disubstituted sulfamide derivatives using sulfur(VI) fluorine exchange click reaction

图式35. 由氟硫酰叠氮化物高效合成叠氮类化合物

Scheme 35. Efficient synthesis of azidos using fluorosulfuryl azide diazotransfer reagent

图式36. 由氟硫酰叠氮化物高效合成叠氮糖类化合物

Scheme 36. Efficient synthesis of azido sugars using fluorosulfuryl azide diazotransfer reagent

图式37. 光氧化还原催化烯烃的自由基氟磺酰化反应

Scheme 37. Photoredox-catalyzed radical fluorosulfonylation of alkenes

图式38. 经氟磺酰胺咪唑盐合成烯基或烷基磺酰氟

Scheme 38. Synthesis of alkenyl or alkyl sulfonyl fluorides via fluorosulfonamidium salts

图式39. 未活化烯烃和炔烃的光诱导催化自由基氢氟磺酰化反应

Scheme 39. Photocatalytic radical hydro-fluorosulfonylation of unactivated alkenes and alkynes

图式40. 通过内环化和外环化形式获得磺酰氟官能化的苯并二氢吡喃

Scheme 40. Accessing FSO2-functionalized chromanes via formal endo and exo cyclization

图式41. “SO2F＋”源促进的肟类化合物氮氧键断裂反应

Scheme 41. Nitrogen-oxygen bond cleavage reaction of oxime compounds promoted by “SO2F＋” donor

图式42. 构建含吲哚嗪脂肪族磺酰氟的新型三组分反应

Scheme 42. A novel three-component reaction for constructing indolizine-containing aliphatic sulfonyl fluorides

图式43. 经串联反应区域选择性地构建含吡唑的脂肪族磺酰氟

Scheme 43. A cascade reaction for regioselective construction of pyrazole-containing aliphatic sulfonyl fluorides

图式44. 吖内酯和乙烯基磺酰氟的不对称加成

Scheme 44. Enantioselective addition of azlactones to ethylene sulfonyl fluoride

图式45. 异噁唑-5-酮与乙烯磺酰氟的区域选择性偶联加成

Scheme 45. Regioselective conjugate addition of isoxazol-5-ones to ethenesulfonyl fluoride

图式46. 金属钌催化硝酮C—H键活化与乙烯基磺酰氟的反应

Scheme 46. Ru-catalyzed C—H activation of nitrones with ethenesulfonyl fluoride

图式47. 乙烯基磺酰氟与重氮丙二酸二甲酯反应生成环丁烷结构

Scheme 47. Cyclobutane formation by the reaction of ethenesulfonyl fluoride with dimethyl diazomalonate

图式48. 无过渡金属催化剂下氟代乙烯磺酰基在吲哚上的对映选择性和区域选择性引入

Scheme 48. Stereo- and regioselective installation of vinyl sulfonyl fluoride onto indoles without transition-metal catalyst

图式49. 烯烃与FSO2Cl在光氧化还原条件下的自由基氟磺酰化反应

Scheme 49. Radical fluorosulfonylation of alkenes with FSO2Cl under photoredox conditions

图式50. 可见光诱导光氧化还原催化的炔烃氯氟磺酰化反应

Scheme 50. Visible light-induced photoredox-catalyzed chloro- fluorosulfonylation of alkynes

图式51. 空气下电化学诱导炔烃的氧化-氟磺酰化反应

Scheme 51. Electrochemical-induced oxo-fluorosulfonylation of alkynes under air

图式52. 乙烯基三氟甲磺酸酯经电化学自由基氟磺酰化合成β-酮基磺酰氟

Scheme 52. Electrochemical synthesis of β-keto sulfonyl fluorides via radical fluorosulfonylation of vinyl triflates

图式53. 烯烃的电还原羟基氟磺酰化

Scheme 53. Electroreductive hydroxy fluorosulfonylation of alkenes

图式54. 使用ASIF合成氟磺酸酯和氨基磺酰氟

Scheme 54. Synthesis of fluorosulfates and sulfamoyl fluorides using ASIF

图式55. 乙烯基双氟磺酰亚胺(VISF)的合成及应用

Scheme 55. Synthesis and applications of vinylidene difluoro- sulfonimide (VISF)

图式56. 经氟磺酰基异氰酸酯实现醇和胺的SuFEx连接

Scheme 56. Fluorosulfuryl isocyanate enabled SuFEx ligation of alcohols and amines

图式57. 以2-取代炔基-1-磺酰氟(SASF)为中心的多样性导向点击化学

Scheme 57. Diversity oriented clicking (DOC) from 2-substituted-alkynyl-1-sulfonyl fluoride (SASF) hubs

图式58. 通过Michael加成途径实现SASF枢纽的DOC拓展

Scheme 58. DOC of SASF hubs through Michael addition pathways

图式59. 2-取代炔基磺酰氟与DMSO和DMF的反应

Scheme 59. SASF reacting with DMSO and DMF

图式60. 利用SASF对烯烃进行双官能团化

Scheme 60. Utilizing SASF for the difunctionalization of olefins

图式61. EnT介导的双官能试剂的N—S键均裂与烯烃反应产生脂肪族磺酰氟

Scheme 61. EnT-mediated N—S bond homolysis of a bifunctional reagent leading to aliphatic sulfonyl fluorides

图式62. 可转换的氢氟磺酰化和碳氟磺酰化反应

Scheme 62. Switchable hydro- and carbo-fluorosulfonylation

图式63. 光氧化还原活性氟磺酰基自由基试剂对(杂)芳烃和烯烃的直接氟磺酰胺化

Scheme 63. Direct fluorosulfonamidation of (hetero)arenes and alkenes with photoredox-active fluorosulfamoyl radical reagents

图式64. 钯催化烯烃的远程氢磺酰胺化

Scheme 64. Palladium-catalyzed remote hydrosulfonamidation of alkenes

参考文献 96

[1]	Gushwa N. N.; Kang S. M.; Chen J.; Taunton J. J. Am. Chem. Soc. 2012, 134, 20214.
[2]	Park S.; Song H.; Ko N.; Kim C.; Kim K.; Lee E. ACS Appl. Mater. Interfaces 2018, 10, 33785.
[3]	Chinthakindi P. K.; Arvidsson P. I. Eur. J. Org. Chem. 2018, 2018, 3648.
[4]	Lucas S. W.; Qin R. Z.; Rakesh K. P.; Kumar K. S. S.; Qin H. L. Bioorg. Chem. 2023, 130, 106227.
[5]	Jones L. H. ACS Med. Chem. Lett. 2018, 9, 584. doi: 10.1021/acsmedchemlett.8b00276 pmid: 30034581
[6]	Jones L. H. Angew. Chem., Int. Ed. 2018. 57, 9220.
[7]	Mortenson D. E.; Brighty G. J.; Plate L.; Bare G.; Chen W. T.; Li S. H.; Wang H.; Cravatt B. F.; Forli S.; Powers E. T.; Sharpless K. B.; Wilson I. A.; Kelly J. W. J. Am. Chem. Soc. 2018, 140, 200. doi: 10.1021/jacs.7b08366 pmid: 29265822
[8]	Lou T. S. B.; Willis M. C. Nat. Rev. Chem. 2022, 6, 146.
[9]	Li S.; Wang N.; Yu B.; Sun W.; Wang L. Nat. Chem. 2023, 15, 33.
[10]	Boiko V. N.; Filatov A. A.; Yagupolskii Y. L.; Tyrra W.; Naumann D.; Pantenburg I.; Fischer H. T. M.; Schulz F. J. Fluorine Chem. 2011, 132, 1219.
[11]	Narayan S.; Muldoon J.; Finn M. G.; Fokin V. V.; Kolb H. C.; Sharpless K. B. Angew. Chem., nt. Ed. 2005, 44, 3275.
[12]	Kang S. O.; Powell D.; Day V. W.; Bowman-James K. Angew. Chem., Int. Ed. 2006, 45, 1921.
[13]	Wang L.; Cornella J. Angew. Chem., nt. Ed. 2020, 59, 23510.
[14]	Wright S. W. H. K. J. Org. Chem. 2006, 71, 1080.
[15]	Jiang Y.; Alharbi N. S.; Sun B.; Qin H.-L. RSC Adv. 2019, 9, 13863. doi: 10.1039/c9ra02531f
[16]	Kim J.; Jang D. Synlett 2010, 2010, 3049.
[17]	Gómez-Palomino A.; Cornella J. Angew. Chem., nt. Ed. 2019, 58, 18235.
[18]	Pérez-Palau M.; Cornella J. Eur. J. Org. Chem. 2020, 2020, 2497.
[19]	Johnson M. W.; Bagley S. W.; Mankad N. P.; Bergman R. G.; Mascitti V.; Toste F. D. Angew. Chem., nt. Ed. 2014, 53, 4404.
[20]	Lou T. S. B.; Bagley S. W.; Willis M. C. Angew. Chem., nt. Ed. 2019, 131, 19035.
[21]	Lo P. K. T.; Chen Y.; Willis M. C. ACS Catal. 2019, 9, 10668.
[22]	Louvel D.; Chelagha A.; Rouillon J.; Payard P. A.; Khrouz L.; Monnereau C.; Tlili A. Chem.-Eur. J. 2021, 27, 8704. doi: 10.1002/chem.202101056 pmid: 33826178
[23]	Zhong T.; Pang M.-K.; Chen Z.-D.; Zhang B.; Weng J.; Lu G. Org. Lett. 2020, 22, 3072. doi: 10.1021/acs.orglett.0c00823 pmid: 32227908
[24]	Liu Y.; Yu D.; Guo Y.; Xiao J.-C.; Chen Q.-Y.; Liu C. Org. Lett. 2020, 22, 2281.
[25]	Chen Y.; Willis M. C. Chem. Sci. 2017, 8, 3249.
[26]	Emmett E. J.; Hayter B. R.; Willis M. C. Angew. Chem., nt. Ed. 2014, 53, 10204.
[27]	Deeming A. S.; Russell C. J.; Willis M. C. Angew. Chem., nt. Ed. 2016, 55, 747.
[28]	Dong J.; Krasnova L.; Finn M. G.; Sharpless K. B. Angew. Chem., Int. Ed. 2014, 53, 9430.
[29]	Bai X.; Huang L.; Zhou P.; Xi H.; Hu J.; Zuo Z.; Feng H. J. Org. Chem. 2022, 87, 4998.
[30]	Feng Q.; Fu Y.; Zheng Y.; Liao S.; Huang S. Org. Lett. 2022, 24, 3702.
[31]	Chen D.; Nie X.; Feng Q.; Zhang Y.; Wang Y.; Wang Q.; Huang L.; Huang S.; Liao S. Angew. Chem., Int. Ed. 2021, 60, 27271.
[32]	Nie X.; Xu T.; Hong Y.; Zhang H.; Mao C.; Liao S. Angew. Chem., nt. Ed. 2021, 60, 22035.
[33]	Guo T.; Meng G.; Zhan X.; Yang Q.; Ma T.; Xu L.; Sharpless K. B.; Dong J. Angew. Chem., Int. Ed. 2018, 57, 2605.
[34]	Lekkala R.; Lekkala R.; Moku B.; Rakesh K. P.; Qin H.-L. Org. Chem. Front. 2019, 6, 3490.
[35]	Ren G.; Zheng Q.; Wang H. Org. Lett. 2017, 19, 1582.
[36]	Hanley P. S.; Ober M. S.; Krasovskiy A. L.; Whiteker G. T.; Kruper W. J. ACS Catal. 2015, 5, 5041.
[37]	Hanley P. S.; Clark T. P.; Krasovskiy A. L. Ober M. S.; Brien J. P. O.; Staton T. S. ACS Catal. 2016, 6, 3515.
[38]	Schimler S. D.; Cismesia M. A.; Hanley P. S.; Froese R. D. J.; Jansma M. J.; Bland D. C.; Sanford M. S. J. Am. Chem. Soc. 2017, 139, 1452. doi: 10.1021/jacs.6b12911 pmid: 28111944
[39]	Fang W.-Y.; Leng J.; Qin H.-L. Chem.-Asian J. 2017, 12, 2323.
[40]	Fang W.-Y.; Huang Y.-M.; Leng J.; Qin H.-L. Asian J. Org. Chem. 2018, 7, 751.
[41]	Ma C.; Zhao C.-Q.; Xu X.-T.; Li Z.-M.; Wang X.-Y.; Zhang K.; Mei T.-S. Org. Lett. 2019, 21, 2464.
[42]	Zhao C.; Fang W.-Y.; Rakesh K. P.; Qin H.-L. Org. Chem. Front. 2018, 5, 1835.
[43]	Zhang Y.; Chen W.; Tan T.; Gu Y.; Zhang S.; Li J.; Wang Y.; Hou W.; Yang G.; Ma P.; Xu H. Chem. Commun. 2021, 57, 4588.
[44]	Zhang G.; Wang J.; Guan C.; Zhao Y.; Ding C. Eur. J. Org. Chem. 2021, 2021, 810.
[45]	Zha G.-F.; Fang W.-Y.; Li Y.-G.; Leng J.; Chen X.; Qin H.-L. J. Am. Chem. Soc. 2018, 140, 17666.
[46]	Zha G.-F.; Fang W.-Y.; Leng J.; Qin H.-L. Adv. Synth. Catal. 2019, 361, 2262.
[47]	Zhao C.; Zha G.-F., Fang W.-Y.; Rakesh K. P.; Qin H.-L. Eur. J. Org. Chem. 2019, 2019, 1801.
[48]	Lekkala R.; Lekkala R.; Moku B.; Qin H.-L. Org. Chem. Front. 2019, 6, 796.
[49]	Epifanov M.; Foth P. J.; Gu F.; Barrillon C.; Kanani S. S.; Higman C. S.; Hein J. E.; Sammis G. M. J. Am. Chem. Soc. 2018, 140, 16464. doi: 10.1021/jacs.8b11309 pmid: 30433772
[50]	Ding C.; Zhang G.; Xuan L.; Zhao Y. Synlett 2020, 31, 1413.
[51]	Zhang G.; Luo Z.; Wang H.; Deng L.; Ding C. ChemistrySelect 2022, 7, e202202853.
[52]	Edwards D. R.; Wolfenden R. J. Org. Chem. 2012, 77, 4450. doi: 10.1021/jo300386u pmid: 22486328
[53]	Zhao Y.; Mei G.; Wang H.; Zhang G.; Ding C. Synlett 2019, 30, 1484.
[54]	Gurjar J.; Bater J.; Fokin V. V. Chem.-Eur. J. 2019, 25, 1906.
[55]	Fang W. Y.; Qin H. L. J. Org. Chem. 2019, 84, 5803.
[56]	Zhang G.; Zhao Y.; Xuan L.; Ding C. Eur. J. Org. Chem. 2019, 2019, 4911.
[57]	Gurjar J.; Fokin V. V. Chem.-Eur. J. 2020, 26, 10402.
[58]	Zhang G.; Zhao Y.; Ding C. Org. Biomol. Chem. 2019, 17, 7684.
[59]	Melvin P. R.; Ferguson D. M.; Schimler S. D.; Bland D. C.; Sanford M. S. Org. Lett. 2019, 21, 1350.
[60]	Fang W.-Y.; Zha G.-F.; Zhao C.; Qin H.-L. Chem. Commun. 2019, 55, 6273.
[61]	Kwon J.; Kim B. M. Org. Lett. 2018, 21, 428.
[62]	Lee C.; Ball N. D.; Sammis G. M. Chem. Commun. 2019, 55, 14753.
[63]	Silva F. C. S. E.; Doktor K.; Michaudel Q. Org. Lett. 2021, 23, 5271.
[64]	Lee H. K.; Bang M.; Pak C. S. Tetrahedron Lett. 2005, 46, 7139.
[65]	Ingram L. J.; Taylor S. D. Angew. Chem., nt. Ed. 2006, 45, 3503.
[66]	Beaudoin S.; Kinsey K. E.; Burns J. F. J. Org. Chem. 2003, 68, 115. pmid: 12515469
[67]	Zhao W.; Zheng S.; Zou J.; Liang Y.; Zhao C.; Xu H. J. Agric. Food Chem. 2021, 69, 5798.
[68]	Meng G.; Guo T.; Ma T.; Zhang J.; Shen Y.; Sharpless K. B.; Dong J. Nature 2019, 574, 86.
[69]	Kofsky J.; Daskhan G.; Macauley M.; Capicciotti C. Eur. J. Org. Chem. 2022, 2022, e202200108.
[70]	Nie X.; Xu T.; Song J.; Devaraj A.; Zhang B.; Chen Y.; Liao S. Angew. Chem., nt. Ed. 2021, 60, 3956.
[71]	Wang P.; Zhang H.; Nie X.; Xu T.; Liao S. Nat. Commun. 2022, 13, 3370.
[72]	Zhang W.; Li H.; Li X.; Zou Z.; Huang M.; Liu J.; Wang X.; Ni S.; Pan Y.; Wang Y. Nat. Commun. 2022, 13, 3515.
[73]	Wang P.; Zhang H.; Zhao M.; Ji S.; Lin L.; Yang N.; Nie X.; Song J.; Liao S. Angew. Chem., nt. Ed. 2022, 61, e202207684.
[74]	Zhang H.; Yang N.; Li J.; Li S.; Xie L.; Liao S. Org. Lett. 2022, 24, 8170.
[75]	Cui Y.; Zhao Y.; Shen J.; Zhang G.; Ding C. RSC Adv. 2022, 12, 33064.
[76]	Zheng Q.; Dong J.; Sharpless K. B. J. Org. Chem. 2016, 81, 11360.
[77]	Meng Y.-P.; Wang S.-M.; Fang W.-Y.; Xie Z.-Z.; Leng J.; Alsulami H.; Qin H.-L. Synthesis 2020, 52, 673.
[78]	Chen H.-R.; Hu Z.-Y.; Qin H.-L.; Tang H. Org. Chem. Front. 2021, 8, 1185.
[79]	Yang W.-F.; Shu T.; Chen H.-R.; Qin H.-L.; Tang H. Org. Biomol. Chem. 2022, 20, 3506.
[80]	Zhu D.-Y.; Zhang X.-J.; Yan M. Org. Lett. 2021, 23, 4228.
[81]	Zhu D.-Y.; Chen Y.; Zhang X.-J.; Yan M. Org. Biomol. Chem. 2022, 20, 4714.
[82]	Wang T.; Zhao L. Chem. Commun. 2022, 58, 11099.
[83]	Li L.; Mayer P.; Ofial A. R.; Mayr H. Eur. J. Org. Chem. 2022, 2022, e202200865.
[84]	Zheng S.-Z.; Fayad E.; Alshaye N. A.; Qin H.-L. J. Org. Chem. 2024, 89, 14564.
[85]	Feng Q.-Y.; He T.-Y.; Qian S.-C.; Xu p.; Liao S.-H.; Huang S.-L. Nat. Commun. 2023, 14, 8278.
[86]	Zhou H.; Mukherjee P.; Liu R.; Evrard E.; Wang D.; Humphrey J. M.; Butler T. W.; Hoth L. R.; Sperry J. B.; Sakata S. K.; Helal C. J.; Ende C. W. A. Org. Lett. 2018, 20, 812. doi: 10.1021/acs.orglett.7b03950 pmid: 29327935
[87]	Sun S.; Gao B.; Chen J.; Sharpless K. B.; Dong J. Angew. Chem., nt. Ed. 2021, 60, 21195.
[88]	Smedley C. J.; Li G.-C.; Barrow A. S.; Gialelis T. L.; Giel M.; Ottonello A.; Cheng Y.-F.; Kitamura S.; Wolan D. W.; Sharpless K. B.; Moses J. E. Angew. Chem., Int. Ed. 2020, 59, 12460.
[89]	Cheng Y.; Li G.; Smedley C. J.; Giel M.-C.; Kitamura S.; Woehl J.; Bianco G.; Forli S.; Homer J.; Cappiello J.; Wolan D.; Moses J.; Sharpless K. B. Proc. Natl. Acad. Sci. U. S. A. 2022, 119, e2208540119.
[90]	Smedley C. J. Chem. Commun. 2022, 58, 11316.
[91]	Frye N. L.; Daniliuc C. G.; Studer A. Angew. Chem., nt. Ed. 2022, 61, e202115593.
[92]	Erchinger J. E.; Hoogesteger R.; Laskar R.; Dutta S.; Hümpel C.; Rana D.; Daniliuc C. G.; Glorius F. J. Am. Chem. Soc. 2023, 145, 2364.
[93]	Xiong T.; Chen Q.-L.; Chen Z.-D.; Yi J.-T.; Wang S.-C.; Lu G.; Chan A. S. C.; Weng J. Chem. Catal. 2023, 3, 100821.
[94]	Wang P.; Lin L.; Huang Y.; Zhang H.-H.; Liao S.-H. Angew. Chem., Int. Ed. 2024, 63, e202405944.
[95]	Xiong T.; Chen Q.-L.; Zhang Z.-Y.; Lu G.; Weng J. ACS Catal. 2024, 14, 12082.
[96]	Hou C.-Q.; Liu Z.-Y.; Gan L.; Fan W.-Z.; Huang L.; Chen P.-H.; Huang Z.; Liu G.-S. J. Am. Chem. Soc. 2024, 146, 13536.

“SO₂F”源直接构建磺酰氟官能团的合成应用研究进展

Research Progress on the Synthetic Applications of Direct Construction of Sulfonyl Fluoride Functional Groups Using "SO₂F" Sources

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