Nucleophilic difluoromethylation and difluoromethylenation using bromodifluoromethyl phenyl sulfone

被引:70
作者
Prakash, GKS [1 ]
Wang, Y
Hu, JB
Olah, GA
机构
[1] Univ So Calif, Loker Hydrocarbon Res Inst, Los Angeles, CA 90089 USA
[2] Univ So Calif, Dept Chem, Los Angeles, CA 90089 USA
[3] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China
关键词
fluorine; bromodifluoromethyl phenyl sulfone; difluoromethyl alcohol; 1,1-difluoro-1-alkene;
D O I
10.1016/j.jfluchem.2005.07.011
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Tetrakis(dimethylamino)ethylene (TDAE) was found to be an effective electron-transfer agent that promoted the reactions of bromodifluoromethyl phenyl sulfone with aldehydes to give structurally diverse (benzenesulfonyl)difluoromethylated alcohols in good yield, which can be further transformed into difluoromethyl alcohols and 1,1-difluoro-1-alkenes via reductive desulfonylation and Julia olefination, respectively. (c) 2005 Elsevier B.V. All rights reserved.
引用
收藏
页码:1361 / 1367
页数:7
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