Issue 22, 2020

C–O/C–S difunctionalized benzene derivatives via multicomponent coupling of tetraynes

Abstract

C–O/C–S difunctionalization of fused highly substituted benzene derivatives was conducted via the multicomponent coupling reaction of tetraynes, sulfoxides, and cyclopropenones. This reaction is associated with several bond cleavage and formation reactions in one pot, and also features exquisite regioselectivity and excellent yields. Preliminary mechanistic studies reveal that the reaction possibly proceeds in a sequential [2 + 2] cycloaddition, ring-opening of the cyclopropenone, protonation and dealkylation pathway.

Graphical abstract: C–O/C–S difunctionalized benzene derivatives via multicomponent coupling of tetraynes

Supplementary files

Article information

Article type
Research Article
Submitted
11 Aug 2020
Accepted
26 Sep 2020
First published
28 Sep 2020
This article is Open Access
Creative Commons BY-NC license

Org. Chem. Front., 2020,7, 3633-3637

C–O/C–S difunctionalized benzene derivatives via multicomponent coupling of tetraynes

L. Yao, Q. Hu, Y. Lei, L. Bao and Y. Hu, Org. Chem. Front., 2020, 7, 3633 DOI: 10.1039/D0QO00967A

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