TRIFLUORETHYLIDENATION OF COMPOUNDS WITH ACTIVATED METHYLENE GROUPS

被引：18

作者：

ATES, C ^{[1
]}

JANOUSEK, Z ^{[1
]}

VIEHE, HG ^{[1
]}

机构：

[1] UNIV CATHOLIQUE LOUVAIN,CHIM ORGAN LAB,1 PL L PASTEUR,B-1348 LOUVAIN,BELGIUM

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 36期

关键词：

TRIFLUOROMETHYL IMINIUM SALTS; BETA-TRIFLUOROMETHYL VINYL KETONES; CAPTODATIVE CARBOCATIONS; POLONOVSKY-POTIER REACTION;

D O I：

10.1016/S0040-4039(00)73840-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Alpha-trifluoromethyl iminium trifluoroacetates 5 can be prepared from N-oxides 4 and used in situ or after isolation. Condensation occurs with carbonyl activated methylene groups to give useful beta-trifluoromethyl vinyl ketones 8.

引用

页码：5711 / 5714

页数：4

共 19 条

[1] FACILE N-O BOND CLEAVAGES OF AMINE OXIDES
AHOND, A
CAVE, A
KANFAN, C
HUSSON, HP
DEROSTOL.J
POTIER, P
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (20) : 5622 - &
[2] FLUORINE-CONTAINING NITROGEN COMPOUNDS .1. TRIFLUOROETHYLAMINES
BISSELL, ER
FINGER, M
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1959, 24 (09) : 1256 - 1259
[3] AN IMPROVED PREPARATION OF TERTIARY AMINE N-OXIDES
CRAIG, JC
PURUSHOT.KK
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1970, 35 (05) : 1721 - &
[4] ELECTROCHEMICAL GENERATION OF REACTIVE NITROGEN SPECIES .11. ELECTROLYTIC TRANSFORMATION OF FLUOROORGANIC COMPOUNDS .3. HIGHLY REGIOSELECTIVE ANODIC METHOXYLATION OF N-(2,2,2-TRIFLUOROETHYL)AMINES
FUCHIGAMI, T
NAKAGAWA, Y
NONAKA, T
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (24) : 5489 - 5491
[5] ELECTROLYTIC REACTIONS OF FLUORO ORGANIC-COMPOUNDS .7. ANODIC METHOXYLATION AND ACETOXYLATION OF 2,2,2-TRIFLUOROETHYL SULFIDES - PREPARATION OF HIGHLY USEFUL TRIFLUOROMETHYLATED BUILDING-BLOCKS
FUCHIGAMI, T
YAMAMOTO, K
NAKAGAWA, Y
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (01) : 137 - 142
[6] ELECTROLYTIC TRANSFORMATION OF FLUOROORGANIC COMPOUNDS .6. CATIONIC POLAR CYCLOADDITION WITH ANODICALLY PREPARED ALPHA-TRIFLUOROMETHYLATED AND ALPHA-DIFLUOROMETHYLATED N,O-ACETALS - PREPARATION OF FLUOROMETHYLATED TETRAHYDROQUINOLINE AND DIHYDROQUINOLINE DERIVATIVES
FUCHIGAMI, T
ICHIKAWA, S
KANDEEL, ZE
KONNO, A
NONAKA, T
[J]. HETEROCYCLES, 1990, 31 (03) : 415 - 417
[7] FUCHIGAMI T, 1989, CHEM LETT
[8] FLUORAL HEMIACETAL, A NEW REAGENT FOR AROMATIC TRIFLUORO ALKYLATION
GUY, A
LOBGEOIS, A
LEMAIRE, M
[J]. JOURNAL OF FLUORINE CHEMISTRY, 1986, 32 (04) : 361 - 366
[9] MANNICH REACTION .2. DERIVATIZATION OF ALDEHYDES AND KETONES USING DIMETHYL(METHYLENE)AMMONIUM SALTS
HOLY, N
FOWLER, R
BURNETT, E
LORENZ, R
[J]. TETRAHEDRON, 1979, 35 (05) : 613 - 619
[10] FACILE SYNTHESIS OF ALPHA-TRIFLUOROMETHYLATED ALCOHOLS FROM TRIFLUOROACETALDEHYDE ETHYL HEMIACETAL
KUBOTA, T
IIJIMA, M
TANAKA, T
[J]. TETRAHEDRON LETTERS, 1992, 33 (10) : 1351 - 1354

← 1 2 →