Coupling of fluoroform with aldehydes using an electrogenerated base

被引:56
作者
Barhdadi, R [1 ]
Troupel, M [1 ]
Périchon, J [1 ]
机构
[1] Univ Paris 12, CNRS, Lab Electrochim Catalyse & Synth Organ, UMR 7582, F-94320 Thiais, France
关键词
D O I
10.1039/a801406j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Trifluoromethylated alcohols are easily obtained in a one pot electroreaction in which cathodic reduction of iodobenzene generates a strong base which deprotonates fluoroform, inducing its coupling with aldehydes.
引用
收藏
页码:1251 / 1252
页数:2
相关论文
共 15 条
[1]   ARYL HALIDES AS CONVENIENT PRECURSORS OF ELECTROGENERATED BASES - EFFICIENT SYNTHESES OF BETA-OXO NITRILES OR ESTERS BY COUPLING ACTIVE-HYDROGEN GROUPS WITH ESTERS [J].
BARHDADI, R ;
GAL, J ;
HEINTZ, M ;
TROUPEL, M .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (01) :50-51
[2]   Direct electroreduction or use of an electrogenerated base: Two ways for the coupling of polyhalogenated compounds with aldehydes or ketones. [J].
Barhdadi, R ;
Simsen, B ;
Troupel, M ;
Nedelec, JY .
TETRAHEDRON, 1997, 53 (05) :1721-1728
[3]   FLUORINATED ORGANOMETALLICS - PERFLUOROALKYL AND FUNCTIONALIZED PERFLUOROALKYL ORGANOMETALLIC REAGENTS IN ORGANIC-SYNTHESIS [J].
BURTON, DJ ;
YANG, ZY .
TETRAHEDRON, 1992, 48 (02) :189-275
[4]  
CHAUSSARD J, 1990, SYNTHESIS-STUTTGART, P369
[5]   Fluoroform:: An efficient precursor for the trifluoromethylation of aldehydes [J].
Folléas, B ;
Marek, I ;
Normant, JF ;
Saint Jalmes, L .
TETRAHEDRON LETTERS, 1998, 39 (19) :2973-2976
[6]   ACIDITIES OF POLYFLUORINATED HYDROCARBONS .2. HEXAFLUOROPROPANES, TRIFLUOROETHANES, AND HALOFORMS - INTERMEDIATE CARBANION STABILITY AND GEOMETRY [J].
KLABUNDE, KJ ;
BURTON, DJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (17) :5985-&
[7]   STUDIES ON ORGANIC FLUORINE-COMPOUNDS .35. TRIFLUOROMETHYLATION OF PYRIMIDINE-NUCLEOSIDES AND PURINE-NUCLEOSIDES WITH TRIFLUOROMETHYL-COPPER COMPLEX [J].
KOBAYASHI, Y ;
YAMAMOTO, K ;
ASAI, T ;
NAKANO, M ;
KUMADAKI, I .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1980, (12) :2755-2761
[8]   STUDIES ON ORGANIC FLUORINE-COMPOUNDS .27. ABNORMAL REACTIONS IN THE TRIFLUOROMETHYLATION OF AROMATIC-COMPOUNDS WITH TRIFLUOROMETHYL IODIDE AND COPPER-POWDER [J].
KOBAYASHI, Y ;
KUMADAKI, I .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1980, (03) :661-664
[9]  
KOBAYASHI Y, 1979, TETRAHEDRON LETT, V42, P4071
[10]   TRIFLUOROMETHYLATIONS AND RELATED REACTIONS IN ORGANIC-CHEMISTRY [J].
MCCLINTON, MA ;
MCCLINTON, DA .
TETRAHEDRON, 1992, 48 (32) :6555-6666