Synthesis and Inverse Electron Demand Diels−Alder Reactions of 3,6-Bis(3,4-dimethoxybenzoyl)-1,2,4,5-tetrazine
✍ Scribed by Soenen, Danielle R.; Zimpleman, Jeffrey M.; Boger, Dale L.
- Book ID
- 127393868
- Publisher
- American Chemical Society
- Year
- 2003
- Tongue
- English
- Weight
- 161 KB
- Volume
- 68
- Category
- Article
- ISSN
- 0022-3263
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Inverse Electron Demand Diels-Alder Reactions of 3,6-Dichloro-[1,2,4,5]tetrazine. -Tetrazine (I) is used as an azadiene equivalent for inverse electron demand Diels -Alder reactions with alkynes and alkenes to give functionalized dichloropyridazines, e.g. (III), (V), and (VII). -(SPAREY, T.
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 3,6°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