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Synthesis of 2,5-Diaryl-1,5-dienes from Allylic Bromides Using Visible-Light Photoredox Catalysis.

Authors :
Pratsch G
Overman LE
Source :
The Journal of organic chemistry [J Org Chem] 2015 Nov 20; Vol. 80 (22), pp. 11388-97. Date of Electronic Publication: 2015 Oct 30.
Publication Year :
2015

Abstract

Visible-light photoreductive coupling of 2-arylallyl bromides in the presence of the photocatalyst Ru(bpy)3(PF6)2, a Hantzsch ester, and i-Pr2NEt gives 2,5-diaryl-1,5-dienes in high yield. This method avoids the use of stoichiometric metal reductants and is compatible with the presence of halogen, alkyl, electron-donating, and electron-withdrawing substituents on the aromatic ring.

Details

Language :
English
ISSN :
1520-6904
Volume :
80
Issue :
22
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
26514061
Full Text :
https://doi.org/10.1021/acs.joc.5b01962