Tandem sigmatropic shifts in [4 + 2] cycloaddition reactions of 1,3-diazabuta-1,3-dienes with butadienylketene: synthesis of pyrimidinone derivatives
โ Scribed by Sharma, Arun K.; Jayakumar, S.; Hundal, Maninder S.; Mahajan, Mohinder P.
- Book ID
- 125331766
- Publisher
- Royal Society of Chemistry
- Year
- 2002
- Weight
- 284 KB
- Volume
- 6
- Category
- Article
- ISSN
- 1472-7781
- DOI
- 10.1039/B109922C
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๐ SIMILAR VOLUMES
The reactions of l-aryl-2-phenyl-4-methylthio-4-sccondaryamino / 4-N-allyl-N-aryl amino-1,3-diazabuta-l,3-dienes 1 with butadienylketene leading to a mixture of 5-dienyl pyrimidinones 4 and 5butenyl pyrimidinones 6 are reported. Tandem [1,5]H and [1,5]SMe shifts are invoked to explain fl~e formation
The cycloaddition reactions of 1-p-tolyl and 1-benzyl-2,4-diphenyl-1,3-diazabuta-1,3-dienes with a variety of aryl and alkyl isocyanate and isothiocyanate are described. The reaction mechanism is also discussed.
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