Mesoionic N-heterocyclic olefin catalysed reductive functionalization of CO₂ for consecutive N-methylation of amines.

ABSTRACT: A mesoionic N-heterocyclic olefin (mNHO) was introduced as a metal-free catalyst for the reductive functionalization of CO₂ leading to consecutive double N-methylation of primary amines in the presence of 9-borabicyclo[3.3.1]nonane (9-BBN). A wide range of secondary amines and primary amines were successfully methylated under mild conditions. The catalyst sustained over six successive cycles of N-methylation of secondary amines without compromising its activity, which encouraged us to check its efficacy towards double N-methylation of primary amines. Moreover, this method was utilized for the synthesis of two commercially available drug molecules. A detailed mechanistic cycle was proposed by performing a series of control reactions along with the successful

SUBMITTER: Maji S 

PROVIDER: S-EPMC8457391 | biostudies-literature | 2021 Sep

REPOSITORIES: biostudies-literature