Syn-2,3-Disubstituted-2,3-dihydro-1,4-benzoxathiin Rings: Preparation from Quinone Ketals and 2-Mercaptoethanols.
β Scribed by Peter G. Dormer; et al. et al.
- Book ID
- 111699575
- Publisher
- John Wiley and Sons
- Year
- 2004
- Weight
- 28 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0931-7597
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Convenient syntheses of relatively rare 2,2-disubstituted-2,3-dihydro~l,4-benzodioxins from 2-substituted-2-hydroxy-2,3-dihydro-l,4-benzodioxins, as key synthetic intermediates, are reported. These new synthetic approaches require Lewis acid BF3-Et20 mediated nucleophilic substitution reaction or cy
## Abstract The ureas **3** which are obtained from 3β(benzylamino)propanenitrile (**1**) and various isocyanates (**2**) cyclize readily upon heating in ethanol, in the presence of hydrochloric acid, to form 3βsubstituted 1βbenzyldihydroβ2,4β(1__H__,3__H__)pyrimidinediones (**11**) in good yield.