Issue 14, 2025

Highly regio- and stereo-controlled synthesis of (Z)-4-(trifluoromethyl)-3-(phenylthio)-1-substituted-but-3-en-1-ynes via hydroalkynylation of alkynyl thioethers

Abstract

The palladium-catalyzed addition of terminal acetylenes to 1-(trifluoromethyl)-2-(phenylthiol)ethyne, generated in situ, proceeded readily to afford the corresponding (Z)-4-(trifluoromethyl)-3-(phenylthio)-1-substituted-but-3-en-1-ynes in good to high yields with excellent regio- and stereocontrol under mild conditions.

Graphical abstract: Highly regio- and stereo-controlled synthesis of (Z)-4-(trifluoromethyl)-3-(phenylthio)-1-substituted-but-3-en-1-ynes via hydroalkynylation of alkynyl thioethers

Supplementary files

Article information

Article type
Paper
Submitted
31 Jan 2025
Accepted
04 Mar 2025
First published
12 Mar 2025

Org. Biomol. Chem., 2025,23, 3409-3415

Highly regio- and stereo-controlled synthesis of (Z)-4-(trifluoromethyl)-3-(phenylthio)-1-substituted-but-3-en-1-ynes via hydroalkynylation of alkynyl thioethers

A. Koga and T. Hanamoto, Org. Biomol. Chem., 2025, 23, 3409 DOI: 10.1039/D5OB00179J

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