文献类型：期刊文献

英文题名：Microwave-assisted expeditious synthesis of 5-fluoroalkyl-3-(aryl/alkyl)-oxazolidin-2-ones

作者：Yang, Bo[1,2];Shi, Luyan[3];Wu, JingJing[3];Fang, Xiang[1,2];Yang, Xueyan[1,2];Wu, Fanhong[1,2,3]

机构：[1]E China Univ Sci & Technol, Key Lab Adv Mat, Sch Chem & Mol Engn, Shanghai 200237, Peoples R China;[2]E China Univ Sci & Technol, Inst Fine Chem, Sch Chem & Mol Engn, Shanghai 200237, Peoples R China;[3]Shanghai Inst Technol, Sch Chem & Environm Engn, Shanghai 200235, Peoples R China

年份：2013

卷号：69

期号：15

起止页码：3331

外文期刊名：TETRAHEDRON

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000316582400027)，CCR-EXPANDED(收录号:WOS:000316582400027)】；

基金：This work is supported by the National Natural Science Foundation of China (Nos. 20972050, 21172148). Thanks Prof. Akins for his discussion and revision.

语种：英文

外文关键词：2-Oxazolidin-2-ones; Free radical addition; One-pot reaction; Microwave irradiation; Fluoroalkyl iodide

摘要：An efficient and convenient protocol for synthesis of 5-fluoroalkyl-3-(aryl/alkyl)-oxazolidin-2-ones is described. The reaction of allyl (aryl/alkyl) carbamates with fluoroalkyl iodide initiated by sodium dithionite in aqueous acetonitrile resulted in adducts that undergoes a cydization assisted by microwave irradiation to form 5-fluoroallcyl-3-(aryl/alkyl)-oxazolidin-2-ones with high yields. It was also found that the products can be more efficiently formed via an AIBN-initiated one-pot addition-cyclization sequence from benzyl allyl(aryl/alkyl) carbamates and fluoroalkyl iodide. (C) 2013 Elsevier Ltd. All rights reserved.