Archive for August 14th, 2020

The Willgerodt-Kindler Reaction: mechanistic reality check 2.

Friday, August 14th, 2020

Continuing an exploration of the mechanism of this reaction, an alternative new mechanism was suggested in 1989 (having been first submitted to the journal ten years earlier!).[1] Here the key intermediate proposed is a thiirenium cation (labelled 8 in the article) and labelled Int3 below.

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References

  1. M. Carmack, "The willgerodt-kindler reactions. 7. The mechanisms", Journal of Heterocyclic Chemistry, vol. 26, pp. 1319-1323, 1989. http://dx.doi.org/10.1002/jhet.5570260518