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Highly efficient dialkylphosphate-mediated syntheses of hydantoins and a bicyclohydantoin under solvent-free conditions

Kumar, Vinod and Rana, Hemlata and Sankolli, Ravish and Kaushik, MP (2011) Highly efficient dialkylphosphate-mediated syntheses of hydantoins and a bicyclohydantoin under solvent-free conditions. In: Tetrahedron Letters, 52 (46). pp. 6148-6151.

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Official URL: http://dx.doi.org/10.1016/j.tetlet.2011.09.029

Abstract

Diversely substituted hydantoins have been synthesized by new strategy from cyanamide based precursor, that is, methyl N-cyano-N-alkyl/arylaminoacetate. Dialkylphosphates were employed as the mild reagent to hydrolyze and cyclize the substrate in one step to give quantitative yields of the desired products. Syntheses of multivalent hydantoins viz bis-hydantoin, bicyclohydantoin have potentially widened the scope and applicability of the present method. Solvent-free conditions and very easy work-up procedure make the reaction convenient and eco-friendly. Single crystal structures of some of the representative compounds are also reported. (C) 2011 Elsevier Ltd. All rights reserved.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to Elsevier Science.
Keywords: Methyl N-cyano-N-alkyl/arylaminoacetate;Hydantoin and bicyclohydantoin;Hydrolysis and cyclization; Dialkylphosphate;Solvent-free conditions
Department/Centre: Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Date Deposited: 07 Dec 2011 06:31
Last Modified: 07 Dec 2011 06:31
URI: http://eprints.iisc.ernet.in/id/eprint/42523

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