Issue 82, 2018

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

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

Supplementary files

Article information

Article type
Communication
Submitted
22 Aug 2018
Accepted
11 Sep 2018
First published
11 Sep 2018

Chem. Commun., 2018,54, 11562-11565

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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements