Highly Efficient and Stereoselective Thioallylation of Alkynes: Possible Gold Redox Catalysis with No Need for a Strong Oxidant
Jin Wang, Shuyao Zhang, Chang Xu, Lukasz Wojtas, Novruz G. Akhmedov, Hao Chen, Xiaodong Shi
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Source: Crossref
Published: May 7, 2018
DOI: 10.1002/anie.201802540
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Abstract Stereoselective thioallylation of alkynes under possible gold redox catalysis 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 a π‐acid for alkyne activation and a redox catalyst for Au I/III coupling, whereas the sulfonium cation generated in situ functions as a mild oxidant. This novel methodology provides an exciting system for gold redox catalysis without the need for a strong oxidant.
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