2-Benzoyl-4-phenyl-1,2,5-thiadiazol-3(2H)-one 1,1-Dioxide

Emmanouil Broumidis; Samuel B. H. Patterson; Georgina M. Rosair; Panayiotis A. Koutentis; Andreas S. Kalogirou

doi:10.3390/M1774

2-Benzoyl-4-phenyl-1,2,5-thiadiazol-3(2H)-one 1,1-Dioxide

Emmanouil Broumidis, Samuel B. H. Patterson, Georgina M. Rosair, Panayiotis A. Koutentis, Andreas S. Kalogirou

School of Engineering & Physical Sciences

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Abstract

3,5-Diphenyl-4H-1,2,6-thiadiazin-4-one treated with meta-chloroperoxybenzoic acid undergoes an oxidative ring contraction to give 2-benzoyl-4-phenyl-1,2,5-thiadiazol-3(2H)-one 1,1-dioxide in a 29% yield, the structure of which is supported by single-crystal X-ray diffraction analysis and the available spectroscopic data.

Original language	English
Article number	M1774
Journal	Molbank
Volume	2024
Issue number	1
Early online date	12 Feb 2024
DOIs	https://doi.org/10.3390/M1774
Publication status	Published - Mar 2024

Keywords

heterocycle
oxidation
ring contraction
sulfone
thiadiazine
thiadiazole

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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title = "2-Benzoyl-4-phenyl-1,2,5-thiadiazol-3(2H)-one 1,1-Dioxide",

abstract = "3,5-Diphenyl-4H-1,2,6-thiadiazin-4-one treated with meta-chloroperoxybenzoic acid undergoes an oxidative ring contraction to give 2-benzoyl-4-phenyl-1,2,5-thiadiazol-3(2H)-one 1,1-dioxide in a 29\% yield, the structure of which is supported by single-crystal X-ray diffraction analysis and the available spectroscopic data.",

keywords = "heterocycle, oxidation, ring contraction, sulfone, thiadiazine, thiadiazole",

author = "Emmanouil Broumidis and Patterson, \{Samuel B. H.\} and Rosair, \{Georgina M.\} and Koutentis, \{Panayiotis A.\} and Kalogirou, \{Andreas S.\}",

note = "Publisher Copyright: {\textcopyright} 2024 by the authors.",

year = "2024",

month = mar,

doi = "10.3390/M1774",

language = "English",

volume = "2024",

journal = "Molbank",

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T1 - 2-Benzoyl-4-phenyl-1,2,5-thiadiazol-3(2H)-one 1,1-Dioxide

AU - Broumidis, Emmanouil

AU - Patterson, Samuel B. H.

AU - Rosair, Georgina M.

AU - Koutentis, Panayiotis A.

AU - Kalogirou, Andreas S.

PY - 2024/3

Y1 - 2024/3

N2 - 3,5-Diphenyl-4H-1,2,6-thiadiazin-4-one treated with meta-chloroperoxybenzoic acid undergoes an oxidative ring contraction to give 2-benzoyl-4-phenyl-1,2,5-thiadiazol-3(2H)-one 1,1-dioxide in a 29% yield, the structure of which is supported by single-crystal X-ray diffraction analysis and the available spectroscopic data.

AB - 3,5-Diphenyl-4H-1,2,6-thiadiazin-4-one treated with meta-chloroperoxybenzoic acid undergoes an oxidative ring contraction to give 2-benzoyl-4-phenyl-1,2,5-thiadiazol-3(2H)-one 1,1-dioxide in a 29% yield, the structure of which is supported by single-crystal X-ray diffraction analysis and the available spectroscopic data.

KW - heterocycle

KW - oxidation

KW - ring contraction

KW - sulfone

KW - thiadiazine

KW - thiadiazole

UR - https://www.scopus.com/pages/publications/85189161941

U2 - 10.3390/M1774

DO - 10.3390/M1774

M3 - Article

SN - 1422-8599

VL - 2024

JO - Molbank

JF - Molbank

IS - 1

M1 - M1774

ER -

2-Benzoyl-4-phenyl-1,2,5-thiadiazol-3(2H)-one 1,1-Dioxide

Abstract

Keywords

ASJC Scopus subject areas

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