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One-pot domino synthesis of polyvicinalamine monomers

Kılıç, Cem Burak and Taralp, Alpay (2011) One-pot domino synthesis of polyvicinalamine monomers. Canadian Journal of Chemistry, 89 (4). pp. 506-510. ISSN 0008-4042

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Abstract

On a genere de l'imidazole par une reaction de type domino in situ entre le glyoxal, le formaldehyde et deux unites d'ammoniac aqueux. L'addition de bicarbonate aqueux et d'un anhydride carboxylique ou d'un dicarbonate de dialkyle conduit a la formation de la N,N'-diacyl- ou N,N'-dicarbalkoxy-2-hydroxyimidazoline correspondante. Il s'ensuit une reaction de clivage de cycle de Bamberger qui permet d'isoler facilement le cis-1,2-di(acetamido)ethene, le cis-1,2-di(propylamido)ethene, le cis-1,2-di(ethoxyamido)ethene, le cis-1,2-di(tert-butoxyamido)ethene ou le cis-1,2-di(benzamido)ethene sous la forme de solides. La facilite et la generalite offerte par cette approche monotope implique une voie efficace du point de vue des couts en vue de la synthese de routine de precurseurs d'amines oligo- et polyvicinales.
Item Type: Article
Uncontrolled Keywords: Bamberger ring cleavage; domino reaction; one-pot reaction; multicomponent reaction; polyvicinalamine monomers
Divisions: Faculty of Engineering and Natural Sciences > Basic Sciences > Chemistry
Faculty of Engineering and Natural Sciences > Academic programs > Materials Science & Eng.
Faculty of Engineering and Natural Sciences
Depositing User: Alpay Taralp
Date Deposited: 15 Apr 2011 16:19
Last Modified: 29 Jul 2019 15:10
URI: https://research.sabanciuniv.edu/id/eprint/16455

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