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. Author manuscript; available in PMC: 2011 Sep 22.
Published in final edited form as: Acc Chem Res. 2011 May 31;44(9):816–827. doi: 10.1021/ar200037t

Figure 1.

Figure 1

An example of a tetrazine Diels-Alder cycloaddition. 1,2,4,5 Tetrazines such as 3,6-dimethyl-1,2,4,5-tetrazine can react with dienophiles such as alkenes and alkynes forming formal [4+2] Diels-Alder adducts. These adducts instantly undergo a retro Diels-Alder step, releasing nitrogen. In the case of alkenes, after rearrangement, isomeric dihydropyradazines are typically formed.