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Synthesis of 4H-1,3-oxathiin-4-ones by reaction of α-diazo-β-diketone with thiones
✍ Scribed by Jiaxi Xu; Qihan Zhang
- Publisher
- John Wiley and Sons
- Year
- 2001
- Tongue
- English
- Weight
- 108 KB
- Volume
- 12
- Category
- Article
- ISSN
- 1042-7163
- DOI
- 10.1002/hc.1095
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✦ Synopsis
Abstract
A series of 2,2‐disubstituted 5,6‐diphenyl‐4H‐1,3‐oxathiin‐4‐ones was synthesized by cycloaddition of thiones with benzoylphenylketene, which was generated by the thermal Wolff rearrangement of 2‐diazo‐1,3‐diphenyl‐1,3‐propanedione. © 2001 John Wiley & Sons, Inc. Heteroatom Chem 12:630–632, 2001
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## Abstract Cycloaddition reactions of an unsymmetrical α‐diazo‐β‐diketone, 2‐diazo‐1‐phenyl‐1,3‐butanedione, with a series of imines having various substituents were studied. The results indicated that only cycloadducts derived from acetylphenylketene, which was generated by the thermal Wolff rear