Dibutadienyl piperazine, dibutadienyl homopiperazines and butadienyl-substituted piperidines from monosubstituted halodienes

Abstract

Compounds 3a-k were obtained from the reactions of compounds 1a-k with homopiperazine (2) in CH2Cl2. Compounds 1a-b, 1d-f, and 1h-l gave compounds 5a-b, 5d-f, and 5h-l with 2-methylpiperazine (4) in dichloromethane. Compounds 7c and 9c were obtained from the reactions of compound 1c with 4-ethoxycarbonyl piperazine (6) and 4-piperidinol (8) in CH2Cl2. Compounds 1a-b, 1d-f, and 1h-l gave compounds 11a and 11f with 4-methylpiperazine (10), and compound 13f was obtained from the reactions of compound 1f with 4-methylpiperidine (12) in CH2Cl2.