Radical trifluoromethylation of ammonium enolates

被引：63

作者：

Petrik, Vitahy

Cahard, Dominique ^{[1
]}

机构：

[1] Univ Rouen, CNRS, UMR 6014, IRCOF, F-76821 Mont St Aignan, France

[2] INSA Rouen, F-76821 Mont St Aignan, France

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 19期

关键词：

fluorine compounds; trifluoromethylation; radical reaction; 1,3-dicarbonyl compounds; triflinates;

D O I：

10.1016/j.tetlet.2007.03.097

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The easy radical trifluoromethylation of a series of 1,3-dicarbonyl compounds with CF3I is described. The reaction occurs in the presence of a nitrogen base and sodium dithionite in CH3CN-H2O solution. Additionally, we report a new access to ammonium triflinates. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：3327 / 3330

页数：4

共 35 条

[1] Banks R.E, 1982, PREPARATION PROPERTI
[2] Solvent effect on intramolecular hydrogen bonds in push-pull conjugated molecules
Bouchy, A
Rinaldi, D
Rivail, JL
[J]. INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY, 2004, 96 (03) : 273 - 281
[3] CONDENSATION OF PERFLUOROALKYL IODIDES WITH UNSATURATED NITROGEN-COMPOUNDS
CANTACUZENE, D
WAKSELMAN, C
DORME, R
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1977, (12): : 1365 - 1371
[4] CANTACUZENE D, 1975, TETRAHEDRON LETT, P2031
[5] Radical trifluoromethylation of a D-mannose derived ketene dithioacetal.: Synthesis of 2-C-trifluoromethyl derivatives of D-glycero-D-galacto- and D-glycero-D-talo-heptopyranose
Foulard, G
Brigaud, T
Portella, C
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (26) : 9107 - 9113
[6] Tandem radical trifluoromethylation nucleophilic cyclization of a glucose-derived ketene dithioacetal. Synthesis of 5-deoxy-5-C-trifluoromethyl-aldurono-6,3-lactones
Foulard, G
Brigaud, T
Portella, C
[J]. JOURNAL OF FLUORINE CHEMISTRY, 1998, 91 (02) : 179 - 183
[7] HENDRICKSON JB, 1984, SYNTHESIS-STUTTGART, P320
[8] Hiyama T, 2000, ACS SYM SER, V746, P226
[9] REACTION OF PERFLUOROALKYL IODIDES WITH ALKENES INITIATED BY ORGANOPHOSPHINE AND RELATED-COMPOUNDS
HUANG, WY
ZHANG, HZ
[J]. JOURNAL OF FLUORINE CHEMISTRY, 1990, 50 (01) : 133 - 140
[10] Huang WY, 1999, ISRAEL J CHEM, V39, P167

← 1 2 3 4 →