Acid-catalysed Isomerization of Indol-3-yl Sulphides to Indol-2-yl Sulphides: Unexpected Intermolecular Nature of the Rearrangement

DOI: 10.1039/c39890000063

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 63 - 65 (1989)

Update date:2022-07-29

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Authors:

Hamel, Pierre

Girard, Yves

Atkinson, Joseph G.

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Article abstract of DOI:10.1039/c39890000063

The rearrangement of indol-3-yl sulphides (1) indol-2-yl sulphides (4), catalysed by proton acids, unexpectedly proceeds by an intermolecular mechanism involving initial disproportionation to an indole-2,3-diyl bis-sulphide (2) and an indole (3), followed by a reaction between (2) and (3) to yield the rearranged product (4).

Full text of DOI:10.1039/c39890000063

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