Synthesis of [1,2-b] and [2,1-b]Quinazoline Ring Systems via Suitably Substituted α-Cyanoamines

A novel entry into tetrahydro-6H-isoquino[1,2-b]quinazoline and hexahydro-5aH-pyrido[2,1-b]quinazoline ring systems is outlined employing 1,2,3,4-tetrahydroisoquinoline and piperidine as starting material. The anodic cyanation of N-substituted aliphatic amines constitute the key step of the synthesis of the quinazolines 3 and 9.