Synthesis 2003(15): 2390-2394  
DOI: 10.1055/s-2003-42438
PAPER
© 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;
Further Information

Publication History

Received 2 June 2003
Publication Date:
23 October 2003 (online)

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.