期刊
ORGANIC LETTERS
卷 23, 期 24, 页码 9625-9630出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c03859
关键词
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资金
- National Natural Science Foundation of China [81773570, U1804283]
- Young Backbone Teachers Fund of Henan Province [2021GGJS012]
The annulation of N-cyclopropyl enamines to produce 1,4-dihydropyridine derivatives is achieved in the presence of iodine, leading to the formation of related pyridine and bicyclic frameworks. This reaction can be conducted on a gram-scale without the need for transition metals, under mild conditions.
The annulation of N-cyclopropyl enamines to produce 1,4-dihydropyridine (1,4-DHP) derivatives is described. In the presence of molecular iodine (I-2), an N-cyclopropyl enamine substrate undergoes iodination, opening of the cyclopropyl ring, and annulation with a second molecule of the substrate to form the 1,4-DHP product. This reaction is amenable to gram-scale operations under mild reaction conditions with no transition metals being required. Further transformations of the 1,4-DHPs leads to related pyridine and bicyclic frameworks.
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