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

Michael Probert; Christopher Ramsden; Stephen Stanforth

doi:10.1016/j.tetlet.2017.02.076

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

Michael Probert, Christopher Ramsden, Stephen Stanforth

Applied Sciences Department

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3 Citations (Scopus)

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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.

Original language	English
Pages (from-to)	1425-1427
Journal	Tetrahedron Letters
Volume	58
Issue number	14
Early online date	27 Feb 2017
DOIs	https://doi.org/10.1016/j.tetlet.2017.02.076
Publication status	Published - 5 Apr 2017

Keywords

mesomeric betaine
mesoionic
semi-conjugated

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10.1016/j.tetlet.2017.02.076

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

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.",

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T1 - Addition of phenylisocyanate to 3,5-diphenyl-1,2-dithiolium-4-olate gives a thioketone

AU - Probert, Michael

AU - Ramsden, Christopher

AU - Stanforth, Stephen

PY - 2017/4/5

Y1 - 2017/4/5

N2 - 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.

AB - 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.

KW - mesomeric betaine

KW - mesoionic

KW - semi-conjugated

U2 - 10.1016/j.tetlet.2017.02.076

DO - 10.1016/j.tetlet.2017.02.076

M3 - Article

SN - 0040-4039

VL - 58

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 14

ER -

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

Abstract

Keywords

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