期刊
ORGANIC LETTERS
卷 18, 期 10, 页码 2515-2518出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b01259
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资金
- National Institute of General Medical Science [R01 078383]
- Bureau of Educational and Cultural Affairs of the U.S. Department of States
2-Arylpyrrolidines occur frequently in bioactive compounds, and thus, methods to access them from readily available reagents are valuable. We report a copper-catalyzed intermolecular carboamination of vinylarenes with potassium N-carbamoyl-beta-aminoethyltrifluoroborates. The reaction occurs with terminal, 1,2-disubstituted, and 1,1-disubstituted vinylarenes bearing a number of functional groups. 1,3-Dienes are also good substrates, and their reactions give 2-vinylpyrrolidines. Radical clock mechanistic experiments are consistent with the presence of carbon radical intermediates and do not support participation of carbocations.
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