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Redox-neutral α-allylation of amines by combining palladium catalysis and visible-light photoredox catalysis.

Authors :
Xuan J
Zeng TT
Feng ZJ
Deng QH
Chen JR
Lu LQ
Xiao WJ
Alper H
Source :
Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2015 Jan 26; Vol. 54 (5), pp. 1625-8. Date of Electronic Publication: 2014 Dec 10.
Publication Year :
2015

Abstract

An unprecedented α-allylation of amines was achieved by combining palladium catalysis and visible-light photoredox catalysis. In this dual catalysis process, the catalytic generation of allyl radical from the corresponding π-allylpalladium intermediate was achieved without additional metal reducing reagents (redox-neutral). Various allylation products of amines were obtained in high yields through radical cross-coupling under mild reaction conditions. Moreover, the transformation was applied to the formal synthesis of 8-oxoprotoberberine derivatives which show potential anticancer properties.<br /> (© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Details

Language :
English
ISSN :
1521-3773
Volume :
54
Issue :
5
Database :
MEDLINE
Journal :
Angewandte Chemie (International ed. in English)
Publication Type :
Academic Journal
Accession number :
25504920
Full Text :
https://doi.org/10.1002/anie.201409999