Inverse electron demand diels-alder reaction of 3-carbomethoxy-2-pyrones with 1,1-dimethoxyethylene: a simple and mild method of aryl annulation
β Scribed by Dale L. Boger; Michael D. Mullican
- Book ID
- 104219660
- Publisher
- Elsevier Science
- Year
- 1982
- Tongue
- French
- Weight
- 256 KB
- Volume
- 23
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
A simple process for aryl annulation based on the inverse electron demand Diels-Alder reaction of 5,6-substituted-3-carbomethoxy-2-pyrones with l,l-dimethoxyethylene is described.
π SIMILAR VOLUMES
The scope of 1,3,5-triazine inverse electron-demand Diels-Alder (IDA) reactions was expanded to include aminothiophenecarboxylic acids as latent dienophiles. A series of 2-amino-3-thiophenecarboxylic acids (1a-d) and a 3-amino-2-thiophenecarboxylic acid (5) were introduced as productive dienophiles
The selective preparation of 3-methoxy-6-methylthio-l,2,4,5-tetrazine (2) and 3,6-dimethoxy-l,2,4,5-tetrazine (3) from 3,6Β°bis(methylthio)-l,2,4,5-tetrazine (1) is described. A preliminary investigation into the participation of 2 in [4+2] cycloaddition reactions with electron rich and neutral dieno