Cu-catalyzed debrominative cyanation of gem-dibromoolefins: a facile access to alpha,beta-unsaturated nitriles

TitleCu-catalyzed debrominative cyanation of gem-dibromoolefins: a facile access to alpha,beta-unsaturated nitriles
Publication TypeJournal Article
Year of Publication2015
AuthorsAhuja, BBhushan, Sudalai, A
JournalOrganic & Biomolecular Chemistry
Volume13
Issue21
Pagination5918-5923
Date PublishedAPR
ISSN1477-0520
Abstract

An efficient catalytic route for the synthesis of alpha,beta-unsaturated nitriles from easily accessible gem-dibromoolefins has been developed. The method utilized inexpensive reagents such as Cu2O as a catalyst, L-proline as a ligand and NaCN as a cyanide source to afford alpha,beta-unsaturated nitriles in high yields (62-86%). A deuterium exchange study has shown that one of the bromide atoms of gem-dibromoolefins exchanges with cyanide while the other with a deuterium atom.

DOI10.1039/c5ob00394f
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)3.559
Divison category: 
Chemical Engineering & Process Development