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Metal-Free Oxidative [2+2+1] Heteroannulation of 1,7-Enynes with Thiocyanates toward Thieno[3,4-c]quinolin-4(5H)-ones

Abstract

A new metal-free oxidative [2+2+1] heteroannulation of 1,7-enynes with thiocyanates for producing thieno[3,4-c]quinolin-4(5H)-ones is presented. This reaction employs benzoylperoxide (BPO) as the oxidant and sodium thiocyanate as the sulfur source to enable the formation of three chemical bonds, two C-S bonds and one C-C bond, in a single reaction, and represents a new, practical access to S-heterocycles with the avoidance of the use of metal catalysts and excess bases.

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Publication details

The article was received on 21 Mar 2019, accepted on 09 May 2019 and first published on 10 May 2019


Article type: Communication
DOI: 10.1039/C9CC02242B
Chem. Commun., 2019, Accepted Manuscript

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    Metal-Free Oxidative [2+2+1] Heteroannulation of 1,7-Enynes with Thiocyanates toward Thieno[3,4-c]quinolin-4(5H)-ones

    J. Yu, S. Niu, M. Hu, J. Xiang and J. Li, Chem. Commun., 2019, Accepted Manuscript , DOI: 10.1039/C9CC02242B

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