文献类型：期刊文献

英文题名：Sodium dithionite initiated reaction of pent-4-en-1-amines with fluoroalkyl iodides for the synthesis of 2-fluoroalkyl pyrrolidine derivatives

作者：Zhu, Yaoping[1,2];Yang, Xueyan[1,2];Fang, Xiang[1,2];Yang, Xianjin[1,2,3];Ye, LingLing[1,2];Cai, Wei[1,2];Zhang, Yan[1,2];Wu, Fanhong[1,2,3]

机构：[1]E China Univ Sci & Technol, Key Lab Adv Mat, Shanghai 200237, Peoples R China;[2]E China Univ Sci & Technol, Inst Fine Chem, Shanghai 200237, Peoples R China;[3]Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China

年份：2011

卷号：67

期号：6

起止页码：1251

外文期刊名：TETRAHEDRON

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000287286500028)，CCR-EXPANDED(收录号:WOS:000287286500028)】；

基金：The support by the National Natural Science Foundation of China (Grant No 20972050), Doctoral Fund of Ministry of Education of China, and Postdoctoral Fund of China is gratefully acknowledged.

语种：英文

外文关键词：Free radical addition-intramolecular; nucleophilic substitution; Fluoroalkyl iodide; Pent-4-en-1-amine; 2-Fluoroalkyl pyrrolidine

摘要：Pent-4-en-1-amines are reactive to fluoroalkyl iodides with respect to sodium dithionite initiated free radical addition reactions. We report here the development of a novel and efficient synthesis of 2-fluoroalkyl pyrrolidine derivatives by sodium dithionite initiated one-pot reaction of pent-4-en-1-amines bearing various protecting groups with fluoroalkyl iodides. Among which, the N-benzyl-pent-4-en-1amine exhibited the best tolerance toward the reaction condition in the present study, affording the desired adducts 3 in moderate to good yields of 65-85%. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.