Redox-Neutral Metal-Free Three-Component Carbonylative Dearomatization of Pyridine Derivatives with CO2.

Alessandro CerveriStefano PaceMagda MonariMarco Lombardo Marco Bandini

Published in: Chemistry (Weinheim an der Bergstrasse, Germany) (2019)

The TBD (1,3,5-triazabicyclodec-5-ene) assisted three-component carbonylation of pyridine-2-methanamines is documented by means of CO2 as a benign CO surrogate. The redox-neutral methodology enables the realization of densely functionalized imidazo-pyridinones in high yields (up to 93 %) and excellent chemoselectivity. Combined computational and experimental investigations revealed an unprecedented RCOCl/TBD concerted electrophilic activation of carbon dioxide.

Keyphrases

carbon dioxide
quantum dots
single cell
electron transfer
mass spectrometry