MECHANISM OF THE REARRANGEMENT OF DOPACHROME TO 5,6-DIHYDROXYINDOLE

DOI: 10.1016/S0040-4039(00)79394-4

Source and publish data:

Tetrahedron Letters p. 3849 - 3850 (1991)

Update date:2022-08-17

Topics:

Authors:

Costantini, C.

Crescenzi, O.

Prota, G.

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Article abstract of DOI:10.1016/S0040-4039(00)79394-4

Kinetic and isotopic labelling studies provide for the first time evidence that at physiological pH the rearrangement of dopachrome (1) to 5,6-dihydroxyindole (2) involves abstraction of the proton at position 3 and formation of the intermediate quinone-methide 4.

Full text of DOI:10.1016/S0040-4039(00)79394-4

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