REACTIONS OF POLYFLUORO-2-ALKYNOIC ACIDS WITH BIFUNCTIONAL HETERONUCLEOPHILES LEADING TO POLYFLUOROALKYLATED HETEROCYCLES

被引：17

作者：

YAMANAKA, H

TAMURA, K

FUNABIKI, K

FUKUNISHI, K

ISHIHARA, T

机构：

[1] Department of Chemistry and Materials Technology, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto

来源：

JOURNAL OF FLUORINE CHEMISTRY | 1992年 / 57卷 / 1-3期

关键词：

D O I：

10.1016/S0022-1139(00)82830-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Polyfluoro-2-alkynoic acids, R(f)-C=C-COOH (R(f) = HCF2, CF3, H(CF2)3), readily undergo tandem intermolecular-intramolecular Michael addition with bifunctional hetero nucleophiles, HX(CH2)nYH (X, Y = S, O; n = 2, 3), to give 2-polyfluoroalkylated 1,3-diheterocyclic compounds in good to excellent yields.

引用

页码：177 / 190

页数：14

共 21 条

[1]

Banks R. E., 1979, ORGANOFLUORINE CHEM, P123

[2] MICHAEL AND ANTI-MICHAEL ADDITIONS TO BENZOYL(TRIFLUOROMETHYL)ACETYLENE [J].

BUMGARDNER, CL ;

BUNCH, JE ;

WHANGBO, MH .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (21) :4082-4083

[3] SYNTHESIS AND REACTIVITY OF ETHYL 3-PERFLUOROALKYL-3-ALKYLTHIOPROPENOATES - PERFLUOROALKYLATED THIOPHENES AND BETA-THIOXOESTERS [J].

CHAUVIN, A ;

GREINER, J ;

PASTOR, R ;

CAMBON, A .

TETRAHEDRON, 1986, 42 (02) :663-668

[4] ADDITION-REACTION OF TETRAHYDROFURAN ON F-ALKYL ETHYLENES, F-ALKYL ACETYLENES AND ETHYL F-ALKYL PROPYNOATES [J].

CHAUVIN, A ;

GREINER, J ;

PASTOR, R ;

CAMBON, A .

JOURNAL OF FLUORINE CHEMISTRY, 1985, 27 (04) :385-399

[5] A FACILE SYNTHESIS OF METHYL 2-PERFLUOROALKYL-6-METHOXYBENZOATES VIA ACYCLIC PRECURSORS [J].

DING, WY ;

ZHANG, PH ;

CAO, WG .

TETRAHEDRON LETTERS, 1987, 28 (01) :81-82

[6] REGIOSPECIFIC SYNTHESIS AND SPECTRAL IDENTIFICATION OF NEW F-ALKYL-SUBSTITUTED AMINO-PYRAZOLES [J].

FABRON, J ;

PASTOR, R ;

CAMBON, A .

JOURNAL OF FLUORINE CHEMISTRY, 1987, 37 (03) :371-386

[7] SYNTHESIS OF PERFLUOROALKYL INDOLES VIA 1,3-DIPOLAR CYCLOADDITION [J].

FAYN, J ;

NEZIS, A ;

CAMBON, A .

JOURNAL OF FLUORINE CHEMISTRY, 1987, 36 (04) :479-482

[8]

Filler R., 1982, BIOMEDICAL ASPECTS F, P1

[9] REACTIVITY OF 1-HYDRYL F-ALKYNES AND 2-F-ALKYNYL ESTERS - SYNTHESIS AND SPECTROSCOPIC STUDIES OF NEW F-ALKYL PYRAZOLES [J].

FROISSARD, J ;

GREINER, J ;

PASTOR, R ;

CAMBON, A .

JOURNAL OF FLUORINE CHEMISTRY, 1984, 26 (01) :47-57

[10] SYNTHESIS OF 2F-ALKYL-4-HYDROXYQUINOLINES [J].

FROISSARD, J ;

GREINER, J ;

PASTOR, R ;

CAMBON, A .

JOURNAL OF FLUORINE CHEMISTRY, 1981, 17 (03) :249-263

← 1 2 3 →