Efficient synthesis of benzofuranones: N-heterocyclic carbene (NHC)/base-catalyzed hydroacylation-stetter-rearrangement cascade

TitleEfficient synthesis of benzofuranones: N-heterocyclic carbene (NHC)/base-catalyzed hydroacylation-stetter-rearrangement cascade
Publication TypeJournal Article
Year of Publication2011
AuthorsPadmanaban, M, Biju, AT, Glorius, F
JournalOrganic Letters
Volume13
Issue20
Pagination5624-5627
Date PublishedOCT
ISSN1523-7060
Abstract

A N-heterocyclic carbene/base-catalyzed cascade reaction leading to the formation of functionalized benzofuranones is reported. The reaction proceeds via an intramolecular hydroacylation of unactivated alkynes followed by an intermolecular Stetter reaction and a base-catalyzed chromanone to benzofuranone rearrangement.

DOI10.1021/ol2023483
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)6.17
Divison category: 
Organic Chemistry