InBr3-catalyzed alkynylation and allylation of acid chlorides: A facile synthesis of alkynyl and allyl ketones

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 alpha,beta-acetylenic ketones and beta,gamma-unsaturated ketones in excellent yields in a short reaction time with high...

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Bibliographic Details
Published inSynthesis (Stuttgart) no. 15; pp. 2390 - 2394
Main Authors Yadav, JS, Reddy, BVS, Reddy, MS, Parimala, G
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 31.10.2003
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
CONVENIENT SYNTHESIS
OXIDATION
ALPHA,BETA-ACETYLENIC KETONES
AQUEOUS-MEDIA
EFFICIENT SYNTHESIS
1-ALKYNYL KETONES
beta- and beta,gamma-unsaturated ketones
indium reagents
ACYL CHLORIDES
alpha
CATALYZED-REACTIONS
acid chlorides
ORGANIC SYNTHESES
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Summary: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 alpha,beta-acetylenic ketones and beta,gamma-unsaturated ketones in excellent yields in a short reaction time with high selectivity.
ISSN:0039-7881
DOI:10.1055/s-2003-42438