Rhodium‐Catalyzed C−H Methylation and Alkylation Reactions by Carbene‐Transfer Reactions.

Empel, Claire; Jana, Sripati; Langletz, Tim; Koenigs, Rene M.

In this combined computational and experimental study, the C−H functionalization of 2‐phenyl pyridine with diazoalkanes was investigated. Initial evaluation by computational methods allowed the evaluation of different metal catalysts and diazoalkanes and their compatibility in this C−H functionalization reaction. With these findings, suitable reaction conditions for the C−H methylation reactions were quickly identified by using highly reactive TMS diazomethane and C−H alkylation reactions with donor/acceptor diazoalkanes, which is applied to a broad scope on alkylation reactions of 2‐aryl pyridines with TMS diazomethane and donor/acceptor diazoalkane (51 examples, up to 98 % yield).

METHYLATION; DIAZOALKANES; DIAZOMETHANE; METAL catalysts; EVALUATION methodology; CATALYSTS

Chemistry - A European Journal, 2022, Vol 28, Issue 12, p1

0947-6539

Academic Journal

10.1002/chem.202104321