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http://dx.doi.org/10.5012/bkcs.2010.31.8.2351

Synthesis of Dienamides via the Reaction of Nitrile with Allylindium Reagents and Intramolecular Acyl Group Quenching Cascade  

Kim, Sung-Hwan (Department of Chemistry and Institute of Basic Science, Chonnam National University)
Kim, Yu-Mi (Department of Chemistry and Institute of Basic Science, Chonnam National University)
Kim, Jae-Nyoung (Department of Chemistry and Institute of Basic Science, Chonnam National University)
Publication Information
Bulletin of the Korean Chemical Society / v.31, no.8, 2010 , pp. 2351-2356 More about this Journal
Abstract
Various dienamide derivatives were synthesized in reasonable yields from benzonitriles having an amide moiety at the ortho-position, via the sequential (i) In-mediated allylation of nitrile moiety to form an imine intermediate, (ii) intramolecular quenching of an acyl group by the imine intermediate, and (iii) a proton transfer to dienamide.
Keywords
Dienamides; Indium; Nitrile; Allylation; Barbier reaction;
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