C1 − H morpholinomethylation and formylation of pyrrolo[1,2-a]quinoxalines

Abstract

We report two methods for selective morpholinomethylation and formylation of C1 − H bonds in pyrrolo[1,2-a]quinoxalines. Reaction of pyrrolo[1,2-a]quinoxalines and morpholine using CuI catalyst, (bis(trifluoroacetoxy)iodo)benzene oxidant, and DMSO solvent yielded the morpholinomethylation products. Meanwhile, formylation of C1 − H bonds in pyrrolo[1,2-a]quinoxalines progressed in the presence of CuI catalyst, trifluoroacetic acid, and DMSO solvent. Compounds bearing halogen, methylsulfonyl, pyridine, and thiophene groups were isolated in moderate yields.