NaHS•nH2O-induced umpolung: the synthesis of 2-acyl-3-aminoindoles from aryl methyl ketones and 2-aminobenzonitriles

被引:23
作者
Geng, Xiao [1 ]
Wu, Xia [1 ]
Wang, Can [1 ]
Zhao, Peng [1 ]
Zhou, You [1 ]
Sun, Xuan [1 ]
Wang, Ling-Jiao [1 ]
Guan, Wen-Juan [1 ]
Wu, Yan-Dong [1 ]
Wu, An-Xin [1 ]
机构
[1] Cent China Normal Univ, Minist Educ, Coll Chem, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China
基金
中国国家自然科学基金;
关键词
C-C BOND; ESCHENMOSER COUPLING REACTION; CATALYZED SYNTHESIS; SUBSTITUTED QUINOLINES; EFFICIENT SYNTHESIS; ALKYL-HALIDES; ONE-POT; SULFUR; CONSTRUCTION; DERIVATIVES;
D O I
10.1039/c8cc07599a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient method for constructing 2-acyl-3-aminoindoles from methyl ketones and 2-aminobenzonitriles is described, in which NaHS center dot nH(2)O is used as a novel umpolung reagent for the first time in organic synthesis. Mechanistic studies revealed that the key step involved an Eschenmoser sulfide contraction reaction.
引用
收藏
页码:12730 / 12733
页数:4
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