%0 Journal Article %J Organic Letters %D 2019 %T Gold-catalyzed 1,2-oxyalkynylation of N-Allenamides with ethylnylbenziodoxolones %A Banerjee, Somsuvra %A Senthilkumar, Beeran %A Patil, Nitin T. %X

A gold-catalyzed 1,2-oxyalkynylation of N-allenamides with ethylnylbenziodoxolones (EBXs) has been achieved for the first time. The reaction, which follows a redox-neutral Au(I)/Au(III) catalytic pathway, was enabled in an attempt to exhaust the EBX reagents atom-economically by putting the nucleophilic carboxylate part of EBXs to appropriate use. This constitutes the first example for gold-catalyzed beta-alkynylation of N-allenamides to construct highly valuable 1,3-enynes. The potential of the sequence is further documented by some follow-up transformations.

%B Organic Letters %V 21 %P 180-184 %8 JAN %G eng %N 1 %9 Article %3 Foreign %4 6.492 %R 10.1021/acs.orglett.8b03651