Synthesis of functionalized coumarins and quinolinones by NHC-catalyzed annulation of modified enals with heterocyclic C-H acids

TitleSynthesis of functionalized coumarins and quinolinones by NHC-catalyzed annulation of modified enals with heterocyclic C-H acids
Publication TypeJournal Article
Year of Publication2014
AuthorsYetra, SReddy, Roy, T, Bhunia, A, Porwal, D, Biju, AT
JournalJournal of Organic Chemistry
Volume79
Issue9
Pagination4245–4251
Date PublishedAPR
Abstract

N-Heterocyclic carbene (NHC) catalyzed lactonization and lactamization of 2-bromoenals with heterocyclic C–H acids proceeding via the α,β-unsaturated acyl azolium intermediates is reported. The reaction furnished coumarin- or quinolinone-fused lactone/lactam derivatives. In addition, results of the enantioselective version of this reaction using chiral NHC are presented.

DOI10.1021/jo500693h
Funding Agency

Council of Scientific & Industrial Research (CSIR) - India

Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)5.22
Divison category: 
Organic Chemistry