InBr₃-Catalyzed Alkynylation and Allylation of Acid Chlorides: A Facile Synthesis of Alkynyl and Allyl Ketones

J. S. Yadav*, B. V. S. Reddy, M. Sridhar Reddy, G. Parimala

*Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad-500 007, India, Email: yadavpubiict.res.in

J. S. Yadav, B. V. S. Reddy, M. Sridhar Reddy, G. Parimala, Synthesis, 2003, 2390-2394.

DOI: 10.1055/s-2003-42438

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Abstract

A selective coupling of alkynylsilanes and allyltrimethylsilane is catalyzed by 5 mol% of indium tribromide under mild conditions to afford the corresponding α,β-acetylenic ketones and β,γ-unsaturated ketones in excellent yields.

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Key Words

indium reagents, acid chlorides, α,β- and β,γ-unsaturated ketones, allyl ketones, alkynyl ketones, Hosomi-Sakurai reaction

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ID: J66-Y2003-2060