Difluoromethyl 2-pyridyl sulfone: a versatile carbonyl gem-difluoroolefination reagent

被引:88
作者
Gao, Bing [1 ]
Zhao, Yanchuan [1 ]
Hu, Jingyu [1 ]
Hu, Jinbo [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China
来源
ORGANIC CHEMISTRY FRONTIERS | 2015年 / 2卷 / 02期
基金
中国国家自然科学基金;
关键词
NUCLEOPHILIC TRIFLUOROMETHYLATION; EFFICIENT SYNTHESIS; DERIVATIVES; 1,1-DIFLUORO-1-ALKENES; OLEFINATION; ALDEHYDES; ALKENES; KETONES; FLUOROALKYLATIONS; DIFLUOROALKENES;
D O I
10.1039/c4qo00291a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This tutorial account describes a robust carbonyl gem-difluoroolefination reagent, difluoromethyl 2-pyridyl sulfone (2-PySO2CF2H), developed by our group, recently. The guidelines for its laboratory preparation and application are presented in detail for potential users.
引用
收藏
页码:163 / 168
页数:6
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[1]   Chemoselectivity and the Curious Reactivity Preferences of Functional Groups [J].
Afagh, Nicholas A. ;
Yudin, Andrei K. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (02) :262-310
[2]   SSR182289A, a selective and potent orally active thrombin inhibitor [J].
Altenburger, JM ;
Lassalle, GY ;
Matrougui, M ;
Galtier, D ;
Jetha, JC ;
Bocskei, Z ;
Berry, CN ;
Lunven, C ;
Lorrain, J ;
Herault, JP ;
Schaeffer, P ;
O'Connor, SE ;
Herbert, JM .
BIOORGANIC & MEDICINAL CHEMISTRY, 2004, 12 (07) :1713-1730
[3]   A DIRECT SYNTHESIS OF OLEFINS BY REACTION OF CARBONYL-COMPOUNDS WITH LITHIO DERIVATIVES OF 2-[ALKYL-SULFONYL OR (2'-ALKENYL)-SULFONYL OR BENZYL-SULFONYL]-BENZOTHIAZOLES [J].
BAUDIN, JB ;
HAREAU, G ;
JULIA, SA ;
RUEL, O .
TETRAHEDRON LETTERS, 1991, 32 (09) :1175-1178
[4]  
BAUDIN JB, 1993, B SOC CHIM FR, V130, P856
[5]   New stable reagents for the nucleophilic trifluoromethylation.: 1.: Trifluoromethylation of carbonyl compounds with N-formylmorpholine derivatives [J].
Billard, T ;
Bruns, S ;
Langlois, BR .
ORGANIC LETTERS, 2000, 2 (14) :2101-2103
[6]  
Blakemore PR, 1998, SYNLETT, P26
[7]  
Blomberg C., 1993, The Barbier reaction and related one-step processes
[8]  
Burnett J. F., 1951, CHEM REV, V49, P273, DOI DOI 10.1021/CR60153A002
[9]   Fluorinated ylides and related compounds [J].
Burton, DJ ;
Yang, ZY ;
Qiu, WM .
CHEMICAL REVIEWS, 1996, 96 (05) :1641-1715
[10]  
Chambers R.D., 1997, ORGANOFLUORINE CHEM