Trifluoromethylation of salicyl aldimines

Alexander D Dilman; Dmitry E Arkhipov; Vitalij V Levin; Pavel A Belyakov; Alexander A Korlyukov; Marina I Struchkova; Vladimir A Tartakovsky

doi:10.1021/jo701734d

Trifluoromethylation of salicyl aldimines

J Org Chem. 2007 Oct 26;72(22):8604-7. doi: 10.1021/jo701734d. Epub 2007 Oct 2.

Authors

Alexander D Dilman¹, Dmitry E Arkhipov, Vitalij V Levin, Pavel A Belyakov, Alexander A Korlyukov, Marina I Struchkova, Vladimir A Tartakovsky

Affiliation

¹ N. D. Zelinsky Institute of Organic Chemistry, 119991 Moscow, Leninsky prosp. 47, Russian Federation. adil25@mail.ru

PMID: 17910508
DOI: 10.1021/jo701734d

Abstract

A method for the nucleophilic trifluoromethylation of salicyl aldimines, which do not contain an activating group at the nitrogen atom, has been described. The reaction proceeds through the initial generation of intramolecular boron complex followed by interaction with Me3SiCF3 activated by sodium acetate.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amines / chemical synthesis*
Amines / chemistry
Crystallography, X-Ray
Halogenation
Hydrocarbons, Fluorinated / chemistry*
Imines / chemistry*
Methylation
Models, Molecular
Molecular Structure
Stereoisomerism

Substances

Amines
Hydrocarbons, Fluorinated
Imines