Recent advances in carbon-difluoroalkylation and -difluoroolefination with difluorocarbene

被引：39
作者：
Zhang, Weigang [1 ]
Wang, Yi [1 ]
机构：
[1] Nanjing Univ, Sch Chem & Chem Engn, Jiangsu Key Lab Adv Organ Mat, 163 Xianlin Ave, Nanjing 210023, Jiangsu, Peoples R China
来源：
TETRAHEDRON LETTERS | 2018年 / 59卷 / 14期
基金：
中国国家自然科学基金;
关键词：
Difluoromethylation; Difluoroolefination; CF2; carbene; Fluoroalkylation; DIFLUORINATED PHOSPHONIUM SALTS; ORGANOZINC REAGENTS; DIFLUOROMETHYLATED ARENES; DIAZO-COMPOUNDS; ACYL CHLORIDES; C-NUCLEOPHILES; COMPLEXES; ACIDS; BROMODIFLUOROACETATE; TRIFLUOROMETHYLATION;
D O I：
10.1016/j.tetlet.2018.02.056
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
In the past few years, organic chemists have made significant contributions to the development of difluoromethylation and difluoromethylenation of carbon nucleophiles via difluorocabene intermediate. This article summarizes the recent progress of C-CF2 and C=CF2 functionalization with difluorocarbene. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1301 / 1308
页数：8
相关论文
共 55 条
[1]   Development of (Trifluoromethyl)zinc Reagent as Trifluoromethyl Anion and Difluorocarbene Sources [J].
Aikawa, Kohsuke ;
Toya, Wataru ;
Nakamura, Yuzo ;
Mikami, Koichi .
ORGANIC LETTERS, 2015, 17 (20) :4996-4999
[2]   Stable but Reactive Perfluoroalkylzinc Reagents: Application in Ligand-Free Copper-Catalyzed Perfluoroalkylation of Aryl Iodides [J].
Aikawa, Kohsuke ;
Nakamura, Yuzo ;
Yokota, Yuki ;
Toya, Wataru ;
Mikami, Koichi .
CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (01) :96-100
[3]  
[Anonymous], 1995, CHEM ORGANIC FLUORIN
[4]   Copper-Catalyzed Coupling of Acyl Chlorides with gem-Difluorinated Organozinc Reagents via Acyl Dithiocarbamates [J].
Ashirbaev, Salavat S. ;
Levin, Vitalij V. ;
Struchkova, Marina I. ;
Dilman, Alexander D. .
JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (01) :478-483
[5]   Fluorinated carbenes [J].
Brahms, DLS ;
Dailey, WP .
CHEMICAL REVIEWS, 1996, 96 (05) :1585-1632
[6]   TRANSITION-METAL DIHALOCARBENE COMPLEXES [J].
BROTHERS, PJ ;
ROPER, WR .
CHEMICAL REVIEWS, 1988, 88 (07) :1293-1326
[7]   Transition-Metal-Catalyzed Difluoromethylation, Difluoromethylenation, and Polydifluoromethylenation Reactions [J].
Chen, Bo ;
Vicic, David A. .
ORGANOMETALLIC FLUORINE CHEMISTRY, 2015, 52 :113-141
[8]  
Davis C. R., 2006, Chemistry of Organozinc Compounds, P713, DOI [10.1002/9780470093399.ch16, DOI 10.1002/9780470093399.CH16]
[9]   Pd-Catalyzed Transfer of Difluorocarbene [J].
Deng, Xiao-Yun ;
Lin, Jin-Hong ;
Xiao, Ji-Chang .
ORGANIC LETTERS, 2016, 18 (17) :4384-4387
[10]   One-pot synthesis of gem-difluorostyrenes from benzyl bromide via olefination of phosphonium ylide with difluorocarbene [J].
Deng, Xiao-Yun ;
Lin, Jin-Hong ;
Xiao, Ji-Chang .
JOURNAL OF FLUORINE CHEMISTRY, 2015, 179 :116-120
123456