Reactivity of stable trifluoroacetaldehyde hemiaminals. 2. Generation and synthetic potentialities of fluorinated iminiums

被引：48

作者：

Billard, T ^{[1
]}

Langlois, BR ^{[1
]}

机构：

[1] Univ Lyon 1, CNRS, UMR 5662, Lab SERCOF, F-69622 Villeurbanne, France

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 03期

关键词：

D O I：

10.1021/jo016265t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Under Lewis acid activation, hemiaminals of trifluoroacetaldehyde and related (fluoroalkyl)-aldehydes generate iminium species that can react with various nucleophiles to provide fluorinated amines.

引用

页码：997 / 1000

页数：4

共 16 条

[1]

Banks R.E., 1994, ORGANOFLUORINE CHEM

[2] A SIMPLE, GENERAL-METHOD FOR SYNTHESIZING FLUOROORGANYL BORANES UNDER MILD REACTION CONDITIONS [J].

BIR, G ;

SCHACHT, W ;

KAUFMANN, D .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1988, 340 (03) :267-271

[3] Reactivity of stable trifluoroacetaldehyde hemiaminals. I. An unexpected reaction with enolizable carbonyl compounds [J].

Blond, G ;

Billard, T ;

Langlois, BR .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (14) :4826-4830

[4]

BRIGAUD T, 2001, 13 EUR S FLUOR CHEM

[5]

Filler R., 1993, ORGANOFLUORINE COMPO

[6] C-C BOND FORMATION AT ALPHA TO A TRIFLUOROMETHYL GROUP - CYANATION AND ALLYLATION OF ALPHA-TRIFLUOROMETHYLATED N,O-ACETALS [J].

FUCHIGAMI, T ;

ICHIKAWA, S ;

KONNO, A .

CHEMISTRY LETTERS, 1989, (11) :1987-1988

[7] ELECTROLYTIC REACTIONS OF FLUOROORGANIC COMPOUNDS .14. REGIOSELECTIVE ANODIC METHOXYLATION OF N-(FLUOROETHYL)AMINES - PREPARATION OF HIGHLY USEFUL FLUOROALKYLATED BUILDING-BLOCKS [J].

FUCHIGAMI, T ;

ICHIKAWA, S .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (03) :607-615

[8] 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 [J].

FUCHIGAMI, T ;

ICHIKAWA, S ;

KANDEEL, ZE ;

KONNO, A ;

NONAKA, T .

HETEROCYCLES, 1990, 31 (03) :415-417

[9]

HUDLICKY M, 1995, ACS MONOGRAPH, V187

[10]

Ishii A, 1997, SYNLETT, P1381

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