Synthesis and several properties of 2-alkoxy- and 2-alkylthio-3-aryl(hetaryl)propenals
作者:Natalia A. Keiko、Ludmila G Stepanova、Ekaterina A Verochkina、Ludmila I Larina
DOI:10.3998/ark.5550190.0011.204
日期:——
Alkoxy- and 2-alkylthio-3-aryl(hetaryl)propenals have been synthesized in 57-84% yields by the reaction of aldol condensation of aryl(hetaryl) aldehydes with 2-alkoxy- and 2- butylthioacetaldehydes. In the presence of alkali catalysts the reaction proceeds stereoselectively in two-phase systems. The direction of the С=С bond hydration of the prepared enals in the course of hydrolysis in acidic medium
通过芳基(杂芳基)醛与2-烷氧基-和2-丁硫基乙醛的羟醛缩合反应,烷氧基-和2-烷硫基-3-芳基(杂芳基)丙烯醛的产率为57-84%。在碱催化剂的存在下,反应在两相系统中立体选择性地进行。研究了制备的烯醛在酸性介质中水解过程中С=С键水合的方向。2-甲酰基-2,5-二烷硫基-2,3-二氢-4Н-吡喃。与 3-未取代的 2-烷硫基丙烯醛不同,3-甲基-或 3,3-二甲基-2-烷硫基丙烯醛以单体形式存在。前者很容易通过溴在 2-bromo-2-butenal, 10 中的同位取代反应合成,后者通过 1-ethoxy-3-methylbut-1-yn-3-ol 与乙硫醇反应制备在过氧化物的存在下,然后是酸催化重排。11