ChemInform Abstract: Reactions of N,3‐Diarylpropiolamides with Arenes under Superelectrophilic Activation: Synthesis of 4,4‐Diaryl‐3,4‐dihydroquinolin‐2(1H)‐ones and Their Derivatives.

Abstract

The reaction of 3-aryl-N-(aryl)propiolamides with arenes in TfOH at room temperature for 0.5 h led to 4,4-diaryl-3,4-dihydroquinolin-2-(1H)-ones in yields of 44-98%. The obtained dihydroquinolinones were further transformed into the corresponding N-acyl or N-formyl derivatives. For the latter, the superelectrophilic activation of the N-formyl group by TfOH in the reaction with benzene resulted in the formation of N-(diphenylmethyl)-substituted dihydroquinolinones.