Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 59, Issue 9, Pages 3465-3469Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201913332
Keywords
alkene difunctionalization; electrochemistry; four-component reactions; imides; Mumm rearrangement
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Funding
- National Natural Science Foundation of China [21672104, 21502097]
- Priority Academic Program Development of Jiangsu Higher Education Institutions
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An electrochemical four-component reaction cascade Mumm rearrangement was developed. It is a rare example of in situ generation of O-acyl isoamides for 1,3-(O -> N) acyl transfer. Inexpensive, commercially available arylethylenes, aryl or heterocyclic acids, acetonitrile, and alcohols were used as substrates. A wide range of aryl acids and alcohols were tolerated and provided imides in satisfactory yields. Subsequent hydrolysis of imides could be utilized to synthesize valuable amides and beta-amino alcohol derivatives.
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