Gold-catalyzed 1,2-oxyalkynylation of N-Allenamides with ethylnylbenziodoxolones
Title | Gold-catalyzed 1,2-oxyalkynylation of N-Allenamides with ethylnylbenziodoxolones |
Publication Type | Journal Article |
Year of Publication | 2019 |
Authors | Banerjee, S, Senthilkumar, B, Patil, NT |
Journal | Organic Letters |
Volume | 21 |
Issue | 1 |
Pagination | 180-184 |
Date Published | JAN |
Type of Article | Article |
ISSN | 1523-7060 |
Abstract | 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. |
DOI | 10.1021/acs.orglett.8b03651 |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 6.492 |
Divison category:
Organic Chemistry
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