AlCl3-induced (hetero)arylation of thienopyrimidine ring: a new synthesis of 4-substituted thieno[2,3-d]pyrimidines

AlCl3 facilitated C-C bond forming reaction between 4-chloro-thieno[2,3-d]pyrimidines and (hetero)arenes affording a direct and single-step method for the synthesis of 4-(hetero)aryl substituted thieno[2,3-d]pyrimidines. A number of novel thienopyrimidines were prepared in good to excellent yields using this methodology. The molecular structure of a representative compound was established unambiguously by single crystal X-ray diffraction. (C) 2010 Elsevier Ltd. All rights reserved.