Nucleophilic trifluoromethylation and difluorination of substituted aromatic aldehydes with Ruppert's and Deoxofluor (TM) reagents

Citation
Rp. Singh et al., Nucleophilic trifluoromethylation and difluorination of substituted aromatic aldehydes with Ruppert's and Deoxofluor (TM) reagents, J FLUORINE, 111(2), 2001, pp. 153-160
Citations number
40
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Inorganic & Nuclear Chemistry
Journal title
JOURNAL OF FLUORINE CHEMISTRY
ISSN journal
0022-1139 → ACNP
Volume
111
Issue
2
Year of publication
2001
Pages
153 - 160
Database
ISI
SICI code
0022-1139(20011028)111:2<153:NTADOS>2.0.ZU;2-4
Abstract
Efficient, high yield syntheses of 2,2,2-trifluoro-1-(N,N-dialkylaminopheny l)-ethanols (3a, b) and 2,2,2-trifluoro-1-(hydroxyaryl)ethanols (6c-g) by r eacting Ruppert's reagent, (trifluoromethyl)trimethylsilane (TMSCF3), with appropriate substrates in the presence of a catalytic amount of cesium fluo ride are described. A versatile route to the synthesis of substituted aryl difluoromethane derivatives (8h-1, 10m, 12n, o, 14p) and the reactivity of substituted aromatic aldehydes towards bis(2-methoxyethyl)aminosulfur trifl uoride (Deoxofluor (TM)) were also investigated. (C) 2001 Elsevier Science B.V. All rights reserved.