4.7 Article

Cp*Co(III)-Catalyzed oxidative [5+2] annulation: regioselective synthesis of 2-aminobenzoxepines via C-H/O-H functionalization of 2-vinylphenols with ynamides

Journal

CHEMICAL COMMUNICATIONS
Volume 54, Issue 82, Pages 11562-11565

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8cc06807k

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A Cp*Co(iii)-catalyzed [5+2] C-H annulation reaction of 2-vinylphenols with ynamides was developed. The reaction led to the efficient synthesis of valuable 2-aminobenzoxepines in high regioselectivity. Mild reaction conditions, good functional group tolerance, and moderate to good yields were observed. The synthetic utility was demonstrated by a gram-scale synthesis and further transformations of the products. Preliminary mechanistic studies were conducted, and a possible catalytic cycle was proposed.

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