NaHS center dot nH(2)O-induced umpolung: the synthesis of 2-acyl-3-aminoindoles from aryl methyl ketones and 2-aminobenzonitriles

作者：Geng, Xiao; Wu, Xia; Wang, Can; Zhao, Peng; Zhou, You; Sun, Xuan; Wang, Ling-Jiao; Guan, Wen-Juan; Wu, Yan-Dong^*; Wu, An-Xin^*

来源：Chemical Communications, 2018, 54(90): 12730-12733.

DOI：10.1039/c8cc07599a

• C-C BOND
• ESCHENMOSER COUPLING REACTION
• CATALYZED SYNTHESIS
• SUBSTITUTED QUINOLINES
• EFFICIENT SYNTHESIS
• ALKYL-HALIDES
• ONE-POT
• SULFUR
• CONSTRUCTION
• DERIVATIVES

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.

• 出版日期2018-11-21
• 单位华中师范大学