One-pot synthesis of gem-difluorostyrenes from benzyl bromide via olefination of phosphonium ylide with difluorocarbene

被引：16

作者：

Deng, Xiao-Yun ^{[1
]}

Lin, Jin-Hong ^{[1
]}

Xiao, Ji-Chang ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofhrorine Chem, Shanghai 200032, Peoples R China

来源：

JOURNAL OF FLUORINE CHEMISTRY | 2015年 / 179卷

关键词：

One-pot; gem-Difluorostyrenes; Benzyl bromide; Olefination; Phosphonium ylide; Difluorocarbene; CARBONYL-COMPOUNDS; CONCISE SYNTHESIS; ALDEHYDES; DIFLUOROOLEFINATION; CONVERSION; DIFLUOROMETHYLENATION; TRIFLUOROMETHYLATION; DIFLUOROALKENES; DIFLUOROVINYL; CHEMISTRY;

D O I：

10.1016/j.jfluchem.2015.06.009

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A new approach for the synthesis of gem-difluorostyrenes from benzyl bromide is described. Quatemization of triphenylphosphine with benzyl bromide to give phosphonium salts, deprotonation of the corresponding phosphonium salts to produce phosphonium ylide, and the subsequent olefination of phosphonium ylide with difluorocarbene generated from difluoromethylene phosphobetaine (Ph3P+CF2CO2-) by decarboxylation can occur smoothly in one-pot, furnishing the final gem-difluorostyrenes in good yields. (C) 2015 Elsevier B.V. All rights reserved.

引用

页码：116 / 120

页数：5

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