Synthesis of 2‐Trifluoromethyl‐4‐aminoquinolines via Heating‐Promoted Multi‐component Reaction of CF3‐Imidoyl Sulfoxonium Ylides and Amines with Difluorocarbene as a C1 Synthon†

Abstract

Comprehensive SummaryA thermally‐induced multi‐component reaction of CF3‐substituted imidoyl sulfoxonium ylides (TFISYs), amines and (triphenylphosphonio)difluoroacetate (PDFA) has been developed, allowing a facile access to 2‐trifluoromethyl‐4‐aminoquinolines in high yields. The reaction proceeds smoothly with or without the addition of sulfur and utilizes difluorocarbene as a C1 synthon under simply heating conditions. Mechanistic study reveals that in‐situ generated thiocarbonyl fluoride, isothiocyanate or gem‐difluoroalkene might act as the key reaction intermediates.