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Synthesis of novel 5-monoalkylbarbiturate derivatives: new access to 1,2-oxazepines
Journal article   Peer reviewed

Synthesis of novel 5-monoalkylbarbiturate derivatives: new access to 1,2-oxazepines

Assem Barakat, Mohammad Shahidul Islam, Abdullah M. Al-Majid, Saied M. Soliman, Yahia N. Mabkhot, Zeid Abdullah Al-Othman, Hazem A. Ghabbour and Hoong-Kun Fun
Tetrahedron letters, Vol.56(50), pp.6984-6987
16/12/2015
DOI: https://doi.org/10.1016/j.tetlet.2015.10.108

Abstract

Chemistry Chemistry, Organic Physical Sciences Science & Technology
A simple and straightforward route to 5-monoalkylbarbiturates by the NHEt2 catalyzed Michael reaction of 1,3-dimethylbarbituric acid and alpha,beta-unsaturated ketones is described. Significantly, the reaction exclusively furnished 5-monoalkylbarbiturates. Under neat conditions, the mixing and grinding of a representative 1,5-diketone and hydroxylamine hydrochloride gave the corresponding 1,2-oxazepine in very good yield. (C) 2015 Elsevier Ltd. All rights reserved.

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