Highly Efficient and Stereoselective Thioallylation of Alkynes: Possible Gold Redox Catalysis with No Need of a Strong Oxidant.

Highly Efficient and Stereoselective Thioallylation of Alkynes: Possible Gold Redox Catalysis with No Need of a Strong Oxidant.
Angew Chem Int Ed Engl. 2018 Apr 16;:
Authors: Shi X, Wang J, Zhang S, Wojtas L, Akhmedov N, Chen H, Xu C
Abstract
A possible gold redox-catalyzed stereoselective thioallylation of alkynes was achieved. The reaction was accomplished with high efficiency (as low as 0.1% catalyst loading, up to 99% yield) and broad substrate scope (various alkynes, inter- and intramolecular fashion). The gold(I) catalyst acts as both pi-acid for alkyne activation and redox catalyst for Au(I/III) coupling, while the in-situ generated sulfonium cation functions as a mild oxidant. This novel methodology provides an exciting system for gold redox catalysis without the need of a strong oxidant.
PMID: 29663659 [PubMed - as supplied by publisher]

Source: Angewandte Chemie - April 16, 2018 Category: Chemistry Authors: Shi X, Wang J, Zhang S, Wojtas L, Akhmedov N, Chen H, Xu C Tags: Angew Chem Int Ed Engl Source Type: research