Issue 20, 2021

Photocatalytic three-component annulation enabling stereoselective generation of (Z)-thiochromene 1,1-dioxides

Abstract

A new photocatalytic three-component annulation of 2-alkynylaryldiazonium tetrafluoroborates with γ-hydroxyl terminal alkynes and sodium metabisulfite is reported using fac-Ir(ppy)3 as the photocatalyst for the first time and used to produce a series of (Z)-thiochromene 1,1-dioxides bearing an exocyclic double bond with moderate to good yields in a highly stereoselective manner. A wide variety of easily available substrates with substituent diversity could successfully participate in this photocatalysis with good functional group tolerance.

Graphical abstract: Photocatalytic three-component annulation enabling stereoselective generation of (Z)-thiochromene 1,1-dioxides

Supplementary files

Article information

Article type
Research Article
Submitted
06 Jul 2021
Accepted
05 Aug 2021
First published
05 Aug 2021

Org. Chem. Front., 2021,8, 5681-5686

Photocatalytic three-component annulation enabling stereoselective generation of (Z)-thiochromene 1,1-dioxides

K. Song, X. Qin, Z. Ma, F. Geng, W. Hao, S. Tu and B. Jiang, Org. Chem. Front., 2021, 8, 5681 DOI: 10.1039/D1QO00994J

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