Michael-type reaction of ethyl bromodifluoroacetate with alpha,beta-unsaturated carbonyl compounds in the presence of copper powder

Authors
Sato, K Tamura, M Tamoto, K Omote, M Ando, A Kumadaki, I
Citation
K. Sato et al., Michael-type reaction of ethyl bromodifluoroacetate with alpha,beta-unsaturated carbonyl compounds in the presence of copper powder, CHEM PHARM, 48(7), 2000, pp. 1023-1025
Citations number
8
Categorie Soggetti
Chemistry & Analysis
Journal title
CHEMICAL & PHARMACEUTICAL BULLETIN
ISSN journal
00092363 → ACNP
Volume
48
Issue
7
Year of publication
2000
Pages
1023 - 1025
Database
ISI
SICI code
0009-2363(200007)48:7<1023:MROEBW>2.0.ZU;2-B
Abstract
We have reported that the reaction of ethyl bromodifluoroacetate (1) with a lkenyl iodides in the presence of copper powder gives ethyl alkenyldifluoro acetates. As an extension of this reaction, reaction of 1 with Michael acce pters in the presence of copper powder was examined and found to give 1,4-a ddition products selectively, unless the acceptor has a group stabilizing a radical intermediate, such as a phenyl group.