A Site-Selective C-N Bond Formation of 2,4-Dichloro-5H-pyrano2,3-dpyrimidines and Amide

摘要

A serious of C-4-position aniline functionalized 5H-pyrano[2,3-d]pyrimidine derivatives were synthesized from the corresponding chlorinated pyrimidines and acetanilides. This process was approached by treating the acetanilide with NaH instead of aniline, where a dissociation of the acyl group in situ happened during the reaction. The strategy worked out the non-reactive route resulted from the low reactivity of aniline. This C-N bond formation features mild reaction conditions, simple execution, and broad substrate scope.