Synthesis and Antimicrobial Activity of Novel Piperidinyl Tetrahydrothieno[2,3-c]isoquinolines and Related Heterocycles

摘要: A novel series of 1-amino-2-substituted-5-piperidinyl-6,7,8,9-tertahydrothieno[2,3-c]isoquinolines (4a–e) was synthesized upon treatment 4-cyano-1-piperidinyl-5,6,7,8-tetrahydroisoquinline-3(2H)-thione (2) with α-halo carbonyl compounds such as chloroacetone, ethyl chloroacetate, 2-bromoacetophenone, chloroacetamide, and chloroacetanilide. Construction the pyrrolyl ring associated thienotetrahydroisoquinoline moiety achieved by 4a, b 2,5-dimethoxytertahydrofuran in acetic acid. 1-Pyrrolyl-2-substituted-thieno[2,3-c]isoquinolines 5a 5b which turn were used multipurpose precursors for synthesis other new heterocycles. Assignments chemical structures respectively thienotetrahydroisoquinolines their derivatives established on bases elemental spectral techniques (Fourier transform infrared, 1H NMR, 13C mass spectroscopy). Furthermore, certain screened antimicrobial activity w...