Aroylation of fused pyrimidines; Synthesis of 4-aroylfuro[2,3-d]-, 4-aroylthieno[2,3-d]-, and 4-aroylisoxazolo[5,4-d]pyrimidines

Article abstract of DOI:10.3987/COM-97-7914

4-Aroylfuro[2,3-d]- (4), 4-aroylthieno[2,3-d]- (7 and 8), and 4-aroylisoxazolo[5,4-d]pyrimidines (13) were synthesized by aroylation of the fused chloro- (3a and 12) or bromopyrimidines (3b, 5, and 6) with arenecarbaldehydes (2) catalyzed by an imidazolium salt (1a). The fused aroylpyrimidines (4 and 7) were also synthesized by oxidative decyanation of α-phenylheteroareneacetonitriles (10 and 11).