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Updated: Aug 27, 2025

Metal-free Synthesis of Ynones from Acyl Chlorides and Potassium Alkynyltrifluoroborate Salts
Published on: February 24, 2015
Unexpected Copper-Catalyzed Cascade Reaction of 1,6-Enynes with Sulfoxonium Ylides
Hong Zhang1, Jieyin He1, Wendi Xu1
1School of Biotechnology and Health Sciences, Wuyi University, Jiangmen 529020, P. R. China.
Abstract:
An unprecedented copper-catalyzed cascade reaction of 1,6-enynes with sulfoxonium ylides is reported, providing a series of structurally intriguing 2,3-disubstituted indolines bearing a conjugated dienone functionality at the 3-position in moderate to excellent yields with good chemo-, regio-, and diastereoselectivities under mild reaction conditions. Importantly, sulfoxonium-ylide-derived copper-carbene herein exhibits quite different reactivity from that of diazo copper-carbene. A rational mechanism, an initial ammonium ylide rather than allene formation, is proposed.
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