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Copper-Promoted Intramolecular Aminotrifluoromethylation of Alkenes with Langlois Reagent as the Trifluoromethyl Source

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A novel approach for copper-promoted intramolecular aminotrifluoromethylation of alkenes using inexpensive CF3SO2Na as the trifluoromethyl source is described. The feature of this method is the concurrent construction of a five-membered… Click to show full abstract

A novel approach for copper-promoted intramolecular aminotrifluoromethylation of alkenes using inexpensive CF3SO2Na as the trifluoromethyl source is described. The feature of this method is the concurrent construction of a five-membered ring and a C–CF3 bond in the simple copper salt/TBHP system. A gram-scale reaction was tested with a slight decrease in the yield. This protocol provides an operationally simple, step-economical and synthetically useful access to a variety of trifluoromethyl indolines, pyrrolidines and lactams.

Keywords: promoted intramolecular; copper promoted; intramolecular aminotrifluoromethylation; aminotrifluoromethylation alkenes; copper; trifluoromethyl

Journal Title: Synlett
Year Published: 2017

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