PAPER	Synthesis 2003: 2390-2394   DOI: 10.1055/s-2003-42438
© Georg Thieme Verlag Stuttgart · New York
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 Fax: +91(40)27160512; e-Mail: yadav@iict.ap.nic.in;
Received 2 June 2003

Abstract

Alkynylsilanes and allyltrimethylsilane undergo smooth coupling with acid chlorides in the presence of 5 mol% of indium tribromide under mild conditions to afford the corresponding α,β-acetylenic ketones and β,γ-unsaturated ketones in excellent yields in a short reaction time with high selectivity.

Key words

indium reagents - acid chlorides - α,β- and β,γ-unsaturated ketones