期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 57, 期 43, 页码 14070-14074出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201807683
关键词
annulations; electrochemistry; heterocycles; radicals; synthetic methods
资金
- MOST [2016YFA0204100]
- NSFC [21672178]
- Fundamental Research Funds for the Central Universities
Dehydrogenative annulation under oxidizing reagent-free conditions is an ideal strategy to construct cyclic structures. Reported herein is an unprecedented synthesis of pyrrolidine and tetrahydropyridine derivatives through electrochemical dehydrogenative annulation of N-allyl amides with 1,3-dicarbonyl compounds. The electrolytic method employs an organic redox catalyst, which obviates the need for oxidizing reagents and transition-metal catalysts. In these reactions, the N-allyl amides serve as a four-atom donor to react with dimethyl malonate to give pyrrolidines by a (4+1) annulation, or with -ketoesters to afford tetrahydropyridine derivatives by a (4+2) annulation.
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