Department of Chemistry, Tarbiat Modares University, P.O. Box 14115-175, Tehran, Iran.
Department of Inorganic Chemistry, Chemistry and Chemical Engineering Research Center of Iran, P.O. Box 14335-186, Tehran, Iran.
Mol Divers. 2017 Aug;21(3):527-532. doi: 10.1007/s11030-017-9751-x. Epub 2017 Jun 20.
Alkyl (Z)-3-((2-(N-((E)-3-methoxy-3-oxoprop-1-en-1-yl)acetamido)phenyl)thio)acrylates are obtained from the reaction between 2-methylbenzothiazole and alkyl propiolates in 70% aqueous alcohol, in moderate yields. When dialkyl acetylenedicarboxylates were used under similar conditions, tetra-alkyl 9,10-dihydrobenzo[4,5]thiazolo[3,2-a]azepine-7,8,9,10-tetracarboxylates, together with dialkyl 4-acetyl-3,4-dihydro-2H-benzo[b][1,4]thiazine-2,3-dicarboxylates were obtained in about 4:1 ratios. The stereochemistry of these products has been confirmed by X-ray diffraction.
(Z)-3-((2-((E)-3-甲氧基-3-氧代丙-1-烯-1-基)乙酰胺基)苯基)硫代)丙烯酸烷基酯可通过 2-甲基苯并噻唑与丙炔酸烷基酯在 70%的醇水溶液中反应得到，产率中等。当在类似条件下使用二炔基乙酰基二羧酸酯时，四烷基 9,10-二氢苯并[4,5]噻唑[3,2-a]氮杂环庚烷-7,8,9,10-四羧酸酯以及二烷基 4-乙酰基-3,4-二氢-2H-苯并[b][1,4]噻嗪-2,3-二羧酸酯以大约 4:1 的比例得到。这些产物的立体化学结构已通过 X 射线衍射确认。
