Catalyzed reaction of triethylborane with pyrazole

Citation
M. Dabrowski et al., Catalyzed reaction of triethylborane with pyrazole, J ORGMET CH, 597(1-2), 2000, pp. 190-195
Citations number
13
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANOMETALLIC CHEMISTRY
ISSN journal
0022328X → ACNP
Volume
597
Issue
1-2
Year of publication
2000
Pages
190 - 195
Database
ISI
SICI code
0022-328X(20000315)597:1-2<190:CROTWP>2.0.ZU;2-T
Abstract
The reaction of triethylborane with pyrazole leading to 4,4,8,8-tetraethylp yrazabole was found to be catalyzed by carboxylic acids. 2,2'-Dimethylpropa noic (pivalic) or benzoic acids act as catalysts in this reaction. Intermed iates occurring in the catalytic cycle have been isolated and characterized by NMR as well as IR spectroscopy, and in one case also by X-ray crystallo graphy. The mechanism of the reaction is proposed. (C) 2000 Elsevier Scienc e S.A. All rights reserved.