Aminoquinoline-assisted vinylic C-H arylation of unsubstituted acrylamide for the selective synthesis of olefins

A method for Pd-catalyzed, aminoquinoline-directed arylation of vinylic C-H bonds with aryl iodides has been developed. This reaction represents a rare example of Pd-catalyzed vinylic C-H functionalization of unsubstituted acrylamide, allowing for the highly regio- and stereoselective preparation of...

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Veröffentlicht in:Organic & biomolecular chemistry 2016-03, Vol.14 (12), p.3298-336
Hauptverfasser: Cheng, Xiuzhi, Chen, Zhen, Gao, Yadong, Xue, Fengtian, Jiang, Chao
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Zusammenfassung:A method for Pd-catalyzed, aminoquinoline-directed arylation of vinylic C-H bonds with aryl iodides has been developed. This reaction represents a rare example of Pd-catalyzed vinylic C-H functionalization of unsubstituted acrylamide, allowing for the highly regio- and stereoselective preparation of Z -olefins. High tolerance to functional groups is observed with good yields and excellent selectivity. It offers a complementary synthetic method to traditional pathways for Z -olefins. A method for Pd-catalyzed, aminoquinoline-directed arylation of vinylic C-H bonds with aryl iodides has been developed. This reaction represents a rare example of Pd-catalyzed vinylic C-H functionalization of unsubstituted acrylamide, allowing for preparation of Z -olefins.
ISSN:1477-0520
1477-0539
DOI:10.1039/c6ob00164e