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Carbonylative Sonogashira annulation sequence: One-pot synthesis of 4-quinolone and 4H-chromen-4-one derivatives

Authors :
Prasanjit Ghosh
Sajal Das
Aritra Kumar Nandi
Source :
Tetrahedron Letters. 59:2025-2029
Publication Year :
2018
Publisher :
Elsevier BV, 2018.

Abstract

Carbonylative Sonogashira annulation sequence for one pot synthesis of 4-quinolone and 4H-chromen-4-one has been developed in presence of Pd-NHC catalyst. Substituted 2-iodoaniline and 2-iodophenol independently underwent in the carbonylative Sonogashira annulation reaction with a variety of acetylenes to result in 4-quinolone and flavone derivatives respectively in good to excellent yield. Moreover, this protocol does not require toxic CO gas, high catalyst loading and any expensive salt/additive. Herein we, for the first time, are using Mo(CO)6, as solid CO source for the one pot synthesis of flavone derivatives via carbonylative Sonogashira annulation reaction.

Details

ISSN :
00404039
Volume :
59
Database :
OpenAIRE
Journal :
Tetrahedron Letters
Accession number :
edsair.doi...........16a7b83091ee1daedb145c41f404a3c2
Full Text :
https://doi.org/10.1016/j.tetlet.2018.04.029