Synthesis of Isoindolinones by Pd-Catalyzed Coupling between N‑Methoxybenzamide and Styrene Derivatives

An atom-economical protocol for a tandem process involving Fujiwara–Moritani–aza-Wacker reactions has been developed for the Pd-catalyzed coupling between N-methoxy benzamide and styrene derivatives. The generality of the methodology was demonstrated by the synthesis of a library of 25 3-benzylidene...

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Bibliographic Details
Published in:Journal of organic chemistry 2016-09, Vol.81 (17), p.7931-7938
Main Authors: Xia, Changkun, White, Andrew J. P, Hii, King Kuok Mimi
Format: Article
Language:English
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Summary:An atom-economical protocol for a tandem process involving Fujiwara–Moritani–aza-Wacker reactions has been developed for the Pd-catalyzed coupling between N-methoxy benzamide and styrene derivatives. The generality of the methodology was demonstrated by the synthesis of a library of 25 3-benzylidene isoindolinones in moderate to good yields. A further 40 3-benzyl derivatives were obtained by telescoping the process with a catalytic hydrogenation reaction.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.6b01696