The first copper-catalyzed ring-opening electrophilic trifluoromethylation and trifluoromethylthiolation of cyclopropanols to form Csp3-CF3 and Csp3-SCF3 bonds have been realized. These transformations are efficient for the synthesis of β-CF3 and β-SCF3 substituted carbonyl compounds that are otherwise challenging to access. The reaction conditions are mild and tolerate a wide range of functional groups. Application to a concise synthesis of LY2409021, a glucagon receptor antagonist that is used in clinical trial for type 2 diabetes mellitus, is reported as well.

LI, Y.; YE, Z.; BELLMAN, T. M.; CHI, T.; DAI*, M.; Org. Lett. 17 (2015) 9, 2186-2189, http://dx.doi.org/10.1021/acs.orglett.5b00782 ; Dep. Chem., Purdue Univ., West Lafayette, IN 47907, USA; Eng.) -Mais 36-068