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Name Mr. Xuming Li
Organization or Institution University of South Florida
Presentation Type Poster
Topic Organic Chemistry
Title

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

Author(s)

Jin Wang, Shuyao Zhang, Xuming Li and Xiaodong Shi*

Author Institution(s)

Department of Chemistry, University of South Florida

Abstract

Gold redox catalysis was paid far less attention than carbophilic Au(I) Lewis acid catalysis due to the high oxidation potential between Au(I) and Au(III), which needs the help of strong oxidant. Hereby, we found this highly efficient and stereoselective thioallylation of alkynes with no need of external strong oxidant such as selectfluor and hypervalent iodine reagent. Gold, in this reaction, acts as π-acid to achieve the gold redox catalysis, which is challenging for alkyne due to the competing Au(I) activation.