Studies on Pyrimidine Derivatives. XXIX. Synthesis of Pyrimidines fused with Five-membered Heterocycles by Cross-coupling of 5-Iodopyrimidines with Phenylacetylene and Styrene

Abstract

2, 4-Dimethyl-6-phenyl-furo-and-thieno-[2, 3-d]-pyrimidine were synthesized by cross-coup ing of 2, 6-dimethyl-5-iodopyrimidines with phenylacetylene in the presence of palladium catalyst, followed by cyclization of the resulting phenylethynylpyrimidines. 2, 4-Dimethyl-6-phenyl [2, 3-d] pyrimidine was also synthesized by the thermal decomposition of 4-azido-2, 6-dimethyl-5-styrylpyrimidine, which was obtained from the 4-chloro derivative.