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二级胺及水对氟烷基联烯砜的共轭加成
引用本文:王小进,林云,刘金涛.二级胺及水对氟烷基联烯砜的共轭加成[J].中国化学,2006,24(6):775-780.
作者姓名:王小进  林云  刘金涛
作者单位:Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China
基金项目:Project supported by the National Natural Science Foundation of China(No.20572124).
摘    要:由氟烷基亚磺酰氯制备得到氟烷基联烯砜,并对其和胺及水的加成反应进行了研究。室温下,二级胺可以和联烯砜反应得到相应的烯胺加成产物,该产物在甲苯中加热回流可重排得到共轭的烯胺。二乙胺在对γ-甲基-γ-乙基氟烷基联烯砜进行加成时,反应有很好的立体选择性。在回流的乙腈中水也可与氟烷基联烯砜发生类似的加成反应。

关 键 词:丙二烯基全氟烷基砜  共轭加成      化学反应
收稿时间:2006-02-15
修稿时间:2006-02-152006-04-30

Conjugate Additions of Secondary Amines and Water to Allenyl Perfluoroalkyl Sulfones
WANG Xiao-Jin, LIN Yun, LIU Jin-Tao.Conjugate Additions of Secondary Amines and Water to Allenyl Perfluoroalkyl Sulfones[J].Chinese Journal of Chemistry,2006,24(6):775-780.
Authors:WANG Xiao-Jin  LIN Yun  LIU Jin-Tao
Abstract:Preparation of allenyl perfluoroalkyl sulfones from perfluoroalkyl sulfinyl chlorides and their reactions with secondary amines and water were studied. At room temperature secondary amines reacted readily with allenyl perfluoroalkyl sulfones to give the corresponding enamine adducts, which underwent rearrangement to afford conjugate enamines in refluxing toluene. Good diastereoslectivities were observed in the addition of diethylamine to 7-ethyl-7-methylallenyl perfluoroalkyl sulfones. In refluxing acetonitrile, water could also undergo the similar addition with allenyl perfluoroalkyl sulfones.
Keywords:allenyl perfluoroalkyl sulfone  conjugate addition  secondary amine  water
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