Access to cyclopropanes with geminal trifluoromethyl and difluoromethylphosphonate groups

Abstract
A synthetic route to the bench-stable fluorinated masked carbene reagent diethyl 2-diazo-1,1,3,3,3-pentafluoropropylphosphonate, bearing a trifluoromethyl and a difluoromethyl group is reported for the first time. Its application in CuI-catalyzed cyclopropanation reactions with aromatic and aliphatic terminal alkenes under mild reaction conditions is demonstrated. In total, sixteen new cyclopropanes were synthesized in good to very good yields.

Beilstein J. Org. Chem. 2023, 19, 541–549. doi:10.3762/bjoc.19.39

Source: Beilstein Journal of Organic Chemistry - April 25, 2023 Category: Chemistry Authors: Beilstein Journal of Organic Chemistry - Syndicated Feeds Tags: alkenes cyclopropanation diazo compounds difluoromethylphosphonate DFT calculations Letter Source Type: research