Synthesis and electron-transfer reactions of some 3-difluoroacetylated imidazo[1,2-alpha]pyridine derivatives

Citation
C. Burkholder et al., Synthesis and electron-transfer reactions of some 3-difluoroacetylated imidazo[1,2-alpha]pyridine derivatives, TETRAHEDR L, 42(17), 2001, pp. 3077-3080
Citations number
25
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
17
Year of publication
2001
Pages
3077 - 3080
Database
ISI
SICI code
0040-4039(20010423)42:17<3077:SAEROS>2.0.ZU;2-0
Abstract
The synthesis of new 3-chlorodifluoroacetylated imidazo[l,2-a]pyridines 1-6 and their difluoroacetyl derivatives is presented. The reductive cleavage of the halogenated ketones was investigated by cyclic voltammetry, and tetr akis(dimethylamino)ethylene (TDAE) was found to be an effective reductant f or the generation of the corresponding alpha,alpha -difluoroacetyl anions a nd for the synthesis of new gem-difluoromethylated imidazo[1,2-a]pyridine d erivatives 7-12. (C) 2001 Elsevier Science Ltd. All rights reserved.