Reaction of (2,2,3,3-tetrafluoropropyl)sulfenyl chloride with ethyl acrylate as a route to functionalized enamines and ring substituted 3,4-dihydro-2 H -thiazine-1,1-dioxides
作者:Sergiy A. Siry、Volodymyr M. Ogurok、Yuriy G. Shermolovich
DOI:10.1016/j.jfluchem.2014.09.022
日期:2014.12
with ethyl acrylate giving the mixture of two regioisomeric products. The oxidation of the major regioisomer with hydrogen peroxide afforded ethyl 2-chloro-3-((2,2,3,3-tetrafluoropropyl)sulfonyl)propanoate. The latter compound was found to react with ammonia and aliphatic primary amines under basic conditions with the formation of the acyclic enamines whereas its reactions with aromatic amines afforded
已经开发了由2,2,3,3-四氟丙基甲苯磺酸酯制备(2,2,3,3-四氟丙基)亚磺酰氯的有效的两步法。(2,2,3,3-四氟丙基)亚磺酰氯易于与丙烯酸乙酯反应,得到两种区域异构产物的混合物。用过氧化氢氧化主要的区域异构体,得到2-氯-3-((2,2,3,3-四氟丙基)磺酰基)丙酸乙酯。后者化合物被发现在碱性条件下与氨和脂肪族伯胺进行反应以形成非环烯胺而其反应与芳香胺,得到乙基N-芳基-5-(二氟甲基)-3,4-二氢-2 H ^ - 1,4-噻嗪-3-羧酸盐-1,1-二氧化物。