Trifluoroacetamides from amino alcohols as nucleophilic trifluoromethylating reagents

被引：51

作者：

Joubert, J

Roussel, S

Christophe, C

Billard, T

Langlois, BR

Vidal, T

机构：

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

[2] Rhodia Co, Ctr Rech Lyon, F-69192 St Fons, France

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2003年 / 42卷 / 27期

关键词：

alcohols; amino alcohols; fluorine; nucleophilic addition; trifluoromethylation;

D O I：

10.1002/anie.200351301

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Both non-enolizable and enolizable carbonyl compounds underwent nucleophilic trifluoromethylation by a new family of cheap and efficient trifluoroacetamide reagents derived from vic-amino alcohols (see picture). From an ecological and an economic viewpoint these represent a promising alternative to other known trifluoromethylation reagents.

引用

页码：3133 / 3136

页数：4

共 29 条

[1] [Anonymous], 1991, Fluorine in Bioorganic Chemistry
[2] [Anonymous], 1996, INVENTORY IND FLUORO
[3] Banks R.E., 1994, ORGANOFLUORINE CHEM
[4] Preparation of trifluoromethyl sulfides or selenides from trifluoromethyl trimethylsilane and thiocyanates or selenocyanates
Billard, T
Large, S
Langlois, BR
[J]. TETRAHEDRON LETTERS, 1997, 38 (01) : 65 - 68
[5] New stable reagents for the nucleophilic trifluoromethylation. Part 2: Trifluoromethylation with silylated hemiaminals of trifluoroacetaldehyde
Billard, T
Langlois, BR
Blond, G
[J]. TETRAHEDRON LETTERS, 2000, 41 (45) : 8777 - 8780
[6] New stable reagents for the nucleophilic trifluoromethylation.: 1.: Trifluoromethylation of carbonyl compounds with N-formylmorpholine derivatives
Billard, T
Bruns, S
Langlois, BR
[J]. ORGANIC LETTERS, 2000, 2 (14) : 2101 - 2103
[7] Billard T, 2001, EUR J ORG CHEM, V2001, P1467
[8] A new simple access to trifluoromethyl thioethers or selenoethers from trifluoromethyl trimethylsilane and disulfides or diselenides
Billard, T
Langlois, BR
[J]. TETRAHEDRON LETTERS, 1996, 37 (38) : 6865 - 6868
[9] Filler R., 1993, ORGANOFLUORINE COMPO
[10] GROSS U, 1952, METHODS ORG CHEM E, V10, P18

← 1 2 3 →