A General Synthesis of 3,5-Dihalo-2H-1,4-oxazin-2-ones from Cyanohydrins
- 1 January 1990
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1990 (10) , 905-908
- https://doi.org/10.1055/s-1990-27049
Abstract
In a novel approach starting from O-trimethylsilyl protected or unprotected cyanohydrins and oxalyl chloride or bromide, a series of unknown 6-substituted 3,5-dihalo-2H-1,4-oxazin-2-ones were prepared. The method was shown to be efficient for various types of cyanohydrins; however cyclization was not obtained with cyanohydrins containing bulky substituents, electron-rich aryl or heteroaryl groups. A mechanism is proposed.Keywords
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