N-heterocyclic-carbene-catalyzed regioselective oxidative ring-opening of epoxides with aromatic aldehydes: a facile entry to alpha-acyloxyketones

TitleN-heterocyclic-carbene-catalyzed regioselective oxidative ring-opening of epoxides with aromatic aldehydes: a facile entry to alpha-acyloxyketones
Publication TypeJournal Article
Year of Publication2016
AuthorsReddi, RN, Gontala, A, Prasad, PK, Sudalai, A
JournalAsian Journal of Organic Chemistry
Volume5
Issue1
Pagination48-51
Date PublishedJAN
ISSN2193-5807
Keywordsaldehydes, epoxides, halogen oxidants, N-heterocyclic carbenes, oxygen
Abstract

A high-yielding synthesis of -acyloxyketones using a N-heterocyclic-carbene (NHC)-catalyzed, oxidative ring-opening of epoxides with aromatic aldehydes is described. This regioselective, oxidative process utilizes a N-bromosuccinimide (NBS)/DMSO combination as the oxidant system and Et3N as the base under mild reaction conditions.

DOI10.1002/ajoc.201500355
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)3.275
Divison category: 
Chemical Engineering & Process Development