Efficient New Synthesis of N ‐Arylbenzo[ b ]furo[3,2‐ d ]pyrimidin‐4‐amines and Their Benzo[ b ]thieno[3,2‐ d ]pyrimidin‐4‐amine Analogues via a Microwave‐Assisted Dimroth Rearrangement

International audienceA useful and rapid access to libraries of N-arylbenzo[b]furo[3,2-d]pyrimidin-4-amines (1) and their novel benzo[b]thieno[3,2-d]pyrimidin-4-amine analogs (2) was investigated for the first time. Title compds. were obtained via microwave-accelerated condensation and Dimroth rearrangement of suitable anilines with N'-(2-cyanaryl)-N,N-dimethylformimidamides obtained by reaction of benzo[b]furane and benzo[b]thiophene precursors with N,N-dimethylformamide di-Me acetal. This work also demonstrates that well-controlled parameters offer comfortable use of microwave technology and are both safe and beneficial to the environment. Some products obtained in this article exhibit interesting in vitro antiproliferative effects