Synthesis of N-substituted 4-trimethylstannyl-3,6-dihydro-2H-pyridines as promising synthons in the preparative chemistry of piperidine

Abstract

In this work, we synthesized previously unknown piperidine derivatives, N-substituted 4-trimethylstannyl3,6-dihydro-2H-pyridines I and II starting from preparatively available tert-butyl or benzyl 1,2,3,6-tetrahydro-4[(trifluoromethyl)sulfonyl]pyridine-1-carboxylates III, IV [3]. The latter react with hexamethyldistannane in the presence of catalyst systems Pd(PPh3)4–anhydrous LiCl [4] under reflux in dioxane for 1.5 h to afford I and II as pale yellow oily substances in a yield of 80–90%. DOI: 10.1134/S1070363213120256