Alder-Rickert reaction

What is Alder-Rickert reaction?

The origin of the Alder-Rickert reaction dates back to 1936, when Alder and Rickert first documented it. Alder-Rickert reaction is an extension of the Diels-Alder reaction, where the Diels-Alder cycloadducts are subjected to thermal conditions or exposed to an acid or base to eliminate the cleavable groups and form even more stable aromatic compounds.

Example of the Alder-Rickert reaction where R1 and R2 groups are removed (other group removal options are possible)
Example of the Alder-Rickert reaction where R1 and R2 groups are removed (other group removal options are possible)

Therefore, this process is typically referred to as the Alder-Rickert reaction. Furthermore, the Diels-Alder cycloadducts can be converted into aromatic compounds through rearrangement or oxidation.

The formation of aromatic compounds is a broad field where this reaction finds widespread use.

References

Alder, K. and Rickert, H.F. (1936), Zur Kenntnis der Dien-synthese. I. Über eine Methode der direkten Unterscheidung cyclischer Penta- und Hexa-diene. [On the knowledge of diene synthesis. I. On a method of direct differentiation of cyclic penta- and hexa-dienes.] Justus Liebigs Ann. Chem., 524: 180-189. https://doi.org/10.1002/jlac.19365240109

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