Highly Efficient and Stereoselective Thioallylation of Alkynes: Possible Gold Redox Catalysis with No Need for a Strong Oxidant |
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| Authors: | Dr Jin Wang Shuyao Zhang Chang Xu Dr Lukasz Wojtas Dr Novruz G Akhmedov Prof?Dr Hao Chen Prof?Dr Xiaodong Shi |
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| Institution: | 1. http://xmshi.myweb.usf.edu/index.htm;2. Department of Chemistry, University of South Florida, Tampa, FL, USA;3. Department of Chemistry and Biochemistry, Ohio University, Athens, OH, USA;4. C. Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, WV, USA |
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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 AuI/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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| Keywords: | alkynes gold redox catalysis sulfonium cations thioallylation vinyl gold intermediates |
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