Copper(I)-Promoted Trifluoromethylthiolation of 3-Diazoindolin-2-imines with AgSCF3: Synthesis of 3-((Trifluoromethyl)thio)-2-aminoindoles

doi:10.6023/cjoc202005011

Abstract

A facile and efficient method for the synthesis of novel 3-((trifluoromethyl)thio)-2-aminoindoles through copper (I)-promoted trifluoromethylthiolation of 3-diazoindolin-2-imines with AgSCF₃ is reported. This methodology features a broad substrate scope of diazo compounds, economical copper(I) catalyst, readily available and stable diazo materials and trifluoromethylthiolating reagent, mild reaction conditions, short reaction time and water assisted higher yields.

Key words: diazo compounds, metal carbenes, trifluoromethylthiolation, copper catalysis, indoles, heterocycles

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Lang Bo, Suleman Muhammad, Lu Ping, Wang Yanguang. Copper(I)-Promoted Trifluoromethylthiolation of 3-Diazoindolin-2-imines with AgSCF₃: Synthesis of 3-((Trifluoromethyl)thio)-2-aminoindoles[J]. Chinese Journal of Organic Chemistry, 2020, 40(10): 3300-3306.

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铜(I)促进的3-重氮吲哚-2-亚胺与AgSCF₃的三氟甲硫基化反应:3-三氟甲硫基-2-氨基吲哚的合成

Copper(I)-Promoted Trifluoromethylthiolation of 3-Diazoindolin-2-imines with AgSCF₃: Synthesis of 3-((Trifluoromethyl)thio)-2-aminoindoles

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铜(I)促进的3-重氮吲哚-2-亚胺与AgSCF3的三氟甲硫基化反应:3-三氟甲硫基-2-氨基吲哚的合成