Tetrahedron

Effective nucleophilic trifluoromethylation with fluoroform and common base

J Russell, N Roques

Index: Russell, Jamie; Roques, Nicolas Tetrahedron, 1998 , vol. 54, # 45 p. 13771 - 13782

Full Text: HTML

Citation Number: 76

Abstract

Common bases (alcoholate, dimsyl anion or amide) are able to deprotonate trifluoromethane to form a trifluoromethyl anion equivalent. In this reaction DMF plays a crucial role of stabilisation. Trifluoromethyl aryl alcohols, ketones or sulfides can be obtained in good yields with the new reagent CF3H/Base/DMF.

Related Articles:

Fluoro-substituted ketones from nitriles using acidic and basic reaction conditions

[Raja, Erum K.; Klumpp, Douglas A. Tetrahedron Letters, 2011 , vol. 52, # 40 p. 5170 - 5172]

Organocatalysis approach to trifluoromethylation with fluoroform

[Zhang, Yuan; Fujiu, Motohiro; Serizawa, Hiroki; Mikami, Koichi Journal of Fluorine Chemistry, 2013 , vol. 156, p. 367 - 371]

Organocatalysis approach to trifluoromethylation with fluoroform

[Zhang, Yuan; Fujiu, Motohiro; Serizawa, Hiroki; Mikami, Koichi Journal of Fluorine Chemistry, 2013 , vol. 156, p. 367 - 371]

The invention of radical reactions. 30. diazirines as carbon radical traps. Mechanistic aspects and synthetic applications of a novel and efficient amination process

[Barton, Derek H. R.; Jaszberenyi, Joseph Cs.; Theodorakis, Emmanouil A.; Reibenspies Journal of the American Chemical Society, 1993 , vol. 115, # 18 p. 8050 - 8059]

Highly efficient synthesis of aryl and heteroaryl trifluoromethyl ketones via o-iodobenzoic acid (IBX)

[Cheng, Huicheng; Pei, Yu; Leng, Faqiang; Li, Jingya; Liang, Apeng; Zou, Dapeng; Wu, Yangjie; Wu, Yusheng Tetrahedron Letters, 2013 , vol. 54, # 33 p. 4483 - 4486]

More Articles...