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Addition of phenylisocyanate to 3, 5-diphenyl-1, 2-dithiolium-4-olate gives a thioketone

Addition of phenylisocyanate to 3, 5-diphenyl-1, 2-dithiolium-4-olate gives a thioketone Thumbnail


Abstract

The Type B mesoionic heterocycle, 3,5-diphenyl-1,2-dithiolium-4-olate, reacts with phenylisocyanate producing a thioketone derivative rather than a pseudo-semi-conjugated heterocyclic mesomeric betaine. The structure of the thioketone product was confirmed by an X-ray crystallographic investigation.

Acceptance Date Feb 24, 2017
Publication Date Apr 5, 2017
Publicly Available Date Mar 28, 2024
Journal Tetrahedron Letters
Print ISSN 0040-4039
Publisher Elsevier
Pages 1425 -1427
DOI https://doi.org/10.1016/j.tetlet.2017.02.076
Keywords Mesomeric betaine; Mesoionic; Semi-conjugated
Publisher URL http://dx.doi.org/10.1016/j.tetlet.2017.02.076

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