Cobalt-catalyzed chelation assisted C-H allylation of aromatic amides with unactivated olefins

The cobalt-catalyzed chelation assisted ortho C-H allylation of aromatic amides with unactivated aliphatic alkenes is reported. The reaction proceeds in air under mild reaction conditions, providing allylated products in good to excellent yields with high E -selectivities. This operationally simple...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2016-08, Vol.52 (66), p.1129-1132
Main Authors: Yamaguchi, Takuma, Kommagalla, Yadagiri, Aihara, Yoshinori, Chatani, Naoto
Format: Article
Language:English
Subjects:
Aliphatic compounds
Alkenes
Allyl compounds
Amides
Chelation
Chemical reactions
Olefins
Tolerances
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Summary:The cobalt-catalyzed chelation assisted ortho C-H allylation of aromatic amides with unactivated aliphatic alkenes is reported. The reaction proceeds in air under mild reaction conditions, providing allylated products in good to excellent yields with high E -selectivities. This operationally simple method shows a high functional group tolerance. The reaction of aromatic amides with unactivated olefins in the presence of Co(OAc) 2 gave allylated products, not vinylated products.
ISSN:1359-7345
1364-548X
DOI:10.1039/c6cc05330k