This work is dedicated to my mentor Prof. Goverdhan Mehta, University Distinguished
Professor & Dr. Kallam Anji Reddy Chair Professor, School of Chemistry, University
of Hyderabad, on the occasion of his 80th Birthday
Abstract
An environmentally benign synthesis of 2,3-diarylquinolines is reported via a one-pot
three-component reaction from arylamines, benzaldehyde, and styrene oxide in the presence
of 20 mol% p-TSA·H2O at 120 °C. This protocol does not require metal catalysts, additives, and extra
oxidants. Mechanistic studies confirm the crucial role of p-TSA·H2O and the use of air as the sole oxidant makes this transformation very attractive.
The salient feature of this protocol is easy handling, broad substrates scope, shorter
reaction time, high atom economy, regioselectivity, and good yields; and the formation
of one C–N and two C–C bonds takes place in a single step.
Keywords
arylamines - styrene oxides - aromatic aldehydes - 2,3-diaryl quinolines - environmentally
benign synthesis -
p-TSA·H
2O - atomic economy - three-component reaction
