Synthesis 2021; 53(18): 3290-3298
DOI: 10.1055/a-1521-5800
special topic
Bond Activation – in Honor of Prof. Shinji Murai

Cobalt-Catalyzed Oxidative [4+2] Annulation of Benzamides with Dihydrofuran: A Facile Route to Tetrahydrofuro[2,3-c]isoquinolinones

Zhuo-Zhuo Zhang
a   School of Food and Biological Engineering, Chengdu University, Chengdu 610106, P. R. of China
,
Gang Zhou
b   Department of Chemistry, Zhejiang University, Hangzhou 310027, P. R. of China
,
Fan-Rui Huang
b   Department of Chemistry, Zhejiang University, Hangzhou 310027, P. R. of China
,
Bing-Feng Shi
b   Department of Chemistry, Zhejiang University, Hangzhou 310027, P. R. of China
c   Green Catalysis Center, and College of Chemistry, Zhengzhou University, Zhengzhou 450001, P. R. of China
› Author Affiliations
This work was supported by Chengdu University (2081919140) and Outstanding Young Talents of Zhejiang Province High Level Personnel of Special Support (ZJWR0108).


Abstract

A cobalt-catalyzed oxidative [4+2] annulation of benz­amides with dihydrofuran was developed for the expeditious synthesis of tetrahydrofuro[2,3-c]isoquinolinones. Commercially available and inexpensive Co(OAc)2·4H2O was used as an efficient catalyst. Various functional groups were tolerated, affording the desired products in good yields with excellent regioselectivity and good diastereoselectivity under mild conditions.

Supporting Information



Publication History

Received: 08 May 2021

Accepted after revision: 01 June 2021

Accepted Manuscript online:
01 June 2021

Article published online:
24 June 2021

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