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Issue 82, 2018
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Cp*Co(III)-Catalyzed oxidative [5+2] annulation: regioselective synthesis of 2-aminobenzoxepines via C–H/O–H functionalization of 2-vinylphenols with ynamides

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Abstract

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.

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

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Publication details

The article was received on 22 Aug 2018, accepted on 11 Sep 2018 and first published on 11 Sep 2018


Article type: Communication
DOI: 10.1039/C8CC06807K
Citation: Chem. Commun., 2018,54, 11562-11565
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    Cp*Co(III)-Catalyzed oxidative [5+2] annulation: regioselective synthesis of 2-aminobenzoxepines via C–H/O–H functionalization of 2-vinylphenols with ynamides

    X. Han, X. Liu, E. Lin, Y. Chen, Z. Chen, H. Wang and Q. Li, Chem. Commun., 2018, 54, 11562
    DOI: 10.1039/C8CC06807K

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