Difluoroalkylative carbonylation of alkenes to access carbonyl difluoro-containing heterocycles: convenient synthesis of gemigliptin
Zhipeng Bao, Youcan Zhang, Le‐Cheng Wang, Xiao‐Feng Wu
Abstract
Abstract Fluorinated heterocycles play a vital role in pharmaceutical and agrochemical industries. Hence, rapid and efficient construction of fluorinated heterocycles remains highly demanded. Herein, a difluoroalkylative carbonylative cyclization of unactivated alkenes and ethylene gas enabled by palladium catalysis has been developed for the first time toward the synthesis of α-carbonyl difluoro-modified glutarimides. This procedure can also be applied to the synthesis of GeMigliptin which is a medicine approved for the treatment of type 2 diabetes mellitus.
Topics & Concepts
CarbonylationChemistryCatalysisCombinatorial chemistryOrganic chemistryPalladiumCarbon monoxideFluorine in Organic ChemistryCyclopropane Reaction MechanismsCarbon dioxide utilization in catalysis