[4 + 2] Cycloaddition Reaction of C-Aryl Ketenimines with PTAD as a Synthetic Equivalent of Dinitrogen. Synthesis of Triazolocinnolines and Cinnolines
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- 作者：Mateo Alajarin ; Baltasar Bonillo ; Marta Marin-Luna ; Angel Vidal ; Raul-Angel Orenes
- 刊名：Journal of Organic Chemistry
- 出版年：2009
- 出版时间：May 1, 2009
- 年：2009
- 卷：74
- 期：9
- 页码：3558-3561
- 全文大小：138K
- 年卷期：v.74,no.9(May 1, 2009)
- ISSN：1520-6904
文摘
C,C,N-Triaryl ketenimines and C-alkyl-C,N-diaryl ketenimines react with 2 equiv of PTAD to provide 1,2,4-triazolo[1,2-a]cinnolines with a pendant triazolidindione group by means of a Diels−Alder/ene sequence. The treatment of such adducts with potassium hydroxide affords 3-aminocinnolines.