Study on Synthesis of 1-Aryl-2-propanones

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Chin. J. Org. Chem. ›› 2007, Vol. 27 ›› Issue (10): 1244-1249. Previous Articles Next Articles

Original Articles

1-芳基-2-丙酮的合成研究

李丽*^,a，刘展鹏^b，林原斌^b

(^a湖南科技大学化学化工学院湘潭 411201)
(^b湘潭大学化学学院湘潭 411105)

收稿日期:2006-11-01 修回日期:2007-02-16 发布日期:2007-09-28
通讯作者: 李丽

Study on Synthesis of 1-Aryl-2-propanones

LI Li*^,a,LIU Zhan-Peng^b,LIN Yuan-Bin^b

(^aSchool of Chemistry and Chemical Engineering, Hunan University of Science and Technol-ogy, Xiangtan 411201)
(^bCollege of Chemistry, Xiangtan University, Xiang-tan 411105)

Received:2006-11-01 Revised:2007-02-16 Published:2007-09-28

Contact: LI Li

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Abstract

A new convenient synthesis of a series of 1-aryl-2-propanones using aromatic amines as precursors, via diazo reaction and improved Meerwein arylation reaction under mild conditions, was achieved. In addition, 1-[3,5-bis(trifluoromethyl)phenyl]-2-propanone is a new compound among the synthesized compounds. This approach is an efficient synthetic method for the aryl-propanones with the different substituting groups．

Key words: aromatic amine, improved Meerwein arylation reaction, diazonium tetra-fluoroborate, 1-aryl-2-propanone

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LI Li*^,a,LIU Zhan-Peng^b,LIN Yuan-Bin^b. Study on Synthesis of 1-Aryl-2-propanones[J]. Chin. J. Org. Chem., 2007, 27(10): 1244-1249.

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[1]	Yong Zhang, Zhigao Tian, Lin Huang, Qiufei Hou, Honghong Fan, Wanqiang Wang. Application of α-Cyanohydrin Methanesulfonates for the Synthesis of α-Aminonitriles [J]. Chinese Journal of Organic Chemistry, 2024, 44(2): 561-572.
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[3]	Liu Xueying, Liu Zhenwei, Guo Yuanyuan, Li Jingya, Zou Dapeng, Wu Yusheng, Wu Yangjie. One-Pot, Two-Step Reductive Amination of Boronate Ester Containing Aromatic Amines and Aldehydes Using B₂pin₂ as Reductant [J]. Chin. J. Org. Chem., 2019, 39(7): 2001-2008.
[4]	Wang Kou, Yu Haofei, Ding Linfen, Hu Jianlin. CuBr₂-Catalyzed Three-Component Coupling for Synthesis of Quinoline-2,4-dicarboxyl Derivatives [J]. Chin. J. Org. Chem., 2014, 34(7): 1437-1441.
[5]	Xu Juan, Wei Zhen, Li Jiarong. Research Progress in the Construction of Aromatic C—N Bond from Activation of Aromatic C—H Bond [J]. Chin. J. Org. Chem., 2012, 32(07): 1208-1216.
[6]	Xu Juan, Shi Daxin, Wei Zhen, Wei Yingfei, Zhang Qi, Li Jiarong. Ligand-Free Cross-Coupling of Electron-Poor Aryl Triflates with ZnCl₂ Complexes of Amines [J]. Chin. J. Org. Chem., 2012, 32(04): 776-780.
[7]	Wu Qinglai, Li Yongqiang, Yang Xinling, Ling Yun. Synthesis and Bioactivity of Aspernigerin Analogues [J]. Chin. J. Org. Chem., 2012, 32(04): 747-754.
[8]	SU Bi-Yun,ZHAO Jian-She*,ZHAO Peng. Microwave Irradiation Synthesis and the Crystal Structure of 6-Acetylpyridine-2-carboxamides [J]. Chin. J. Org. Chem., 2008, 28(03): 449-453.
[9]	TAN Wei,ZHAO Bao-Xiang*,SHA Lei JIAO Pei-Fu,WAN Mao-Sheng,SU Lei. Alumina Catalyzed Synthesis of β-Aminoalcohols from Epoxides and Aromatic Amines [J]. Chin. J. Org. Chem., 2005, 25(08): 1011-1014.
[10]	WANG Li-Min*,HAN Jian-Wei,SHENG Jia,FAN Zhao-Yu,TIAN He. Yb(OTf)₃ Catalyzed Mannich Reaction of Acetophe-none withAromatic Aldehydes and Aromatic Amines: Three Component One-pot Synthesis of β-Amino Ketone Derivatives [J]. Chin. J. Org. Chem., 2005, 25(05): 591-594.
[11]	Xu Di;Pang Chaole;Guo Xindong;Ma Lin;Gu Lianquan. Tyrosinase Catalyzed Reaction of 4-Substituted-phenol wth Aryl Amine [J]. Chin. J. Org. Chem., 2003, 23(7): 724-727.
[12]	Sha YaoWu;Dong YuYi;Han Tao. Synthesis of 2,4,6-Tri (arylamino)-l, 3,5-triazine Derivatives and Microwave Irradiation Effect [J]. Chin. J. Org. Chem., 2003, 23(4): 380-383.
[13]	Chen Lin;Bao Jiquan;Yao Zipeng. Friedel - crafts reaction of N - ( 2- chloroethyl) benzaldimine [J]. Chin. J. Org. Chem., 2000, 20(2): 255-257.
[14]	Yang Guichun;Chen Zuxing;Huang Jinxia;Chen Jiawei. Peparation of iodine chloride supported on phosphonium resin and iodination of active aromatic compounds [J]. Chin. J. Org. Chem., 2000, 20(1): 98-101.
[15]	Huang Zhizhen;Wu Luling;Huang Xian. Facile synthesis of 2- alkyl and 2- aryl -4- quinolones using microwave irradiation [J]. Chin. J. Org. Chem., 2000, 20(1): 88-90.