文献类型：期刊文献

英文题名：Na₂S₂O₄ initiated free radical additions of polyfluoroalkyl halides to 4-pentenamides

作者：Yang, Xianjin; Yuan, Wenjiao; Gu, Song; Yang, Xueyan; Xiao, Fanhua; Shen, Quanshen; Wu, Fanhong

机构：[1]E China Univ Sci & Technol, Coll Chem & Mol Engn, Shanghai 200237, Peoples R China;[2]Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China

年份：2007

卷号：128

期号：5

起止页码：540

外文期刊名：JOURNAL OF FLUORINE CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000246429100010)，CCR-EXPANDED(收录号:WOS:000246429100010)】；

语种：英文

外文关键词：4-pentenamide; fluorine-containing halide; Na2S2O4; free radical addition; gamma-butyrolactones with fluorinated side chain

摘要：The free radical additions of fluorine-containing halides to 4-pentenamides initiated by Na2S2O4 were investigated. Both polyfluoroalkyl iodide and ethyl iododifluoroacetate, gave rise to fluorine-containing gamma-butyrolactones as the main products while bromides such as ethyl bromodi-fluoroacetate gave the addition-reduction product. After steric, and stereo effects on reaction yields were studied using various substrates, it was concluded that the reactions of 4-pentenamides and polyfluoroalkyl iodides provide one alternative approach to prepare gamma-butyrolactones with fluorinated side chains. (C) 2007 Elsevier B.V. All rights reserved.