期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 20, 期 5, 页码 1332-1340出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201303387
关键词
alkenes; aminotrifluoromethylation; copper; nitrogen-based nucleophiles; nitrogen heterocycles
资金
- National Natural Science Foundation of China [21302088, 21302087]
- Shenzhen Bureau of Science, Technology Information [JCYJ20130401144532131, JCYJ20130401144532137]
- South University of Science and Technology of China (Talent Development Starting Fund from Shenzhen Government)
A mild, convenient, and step-economical intramolecular aminotrifluoromethylation of unactivated alkenes with a variety of electronically distinct, nitrogen-based nucleophiles in the presence of a simple copper salt catalyst, in the absence of extra ligands, is described. Many different nitrogen-based nucleophiles (e. g., basic primary aliphatic and aromatic amines, sulfonamides, carbamates, and ureas) can be employed in this new aminotrifluoromethylation reaction. The aminotrifluoromethylation process allows straightforward access to diversely substituted CF3-containing pyrrolidines or indolines, in good to excellent yields, through a direct difunctionalization strategy from the respective acyclic starting materials. Mechanistic studies were conducted and a plausible mechanism was proposed.
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