Tetrahedron

, том 54 , издание 1-2 , страницы 223-232

One pot synthesis of 1,2,3,-benzodithiazol-6-ones

Cecilia Polo ¹

Vicente Ramos ¹

Charles W. Rees ²

Tomás Torroba ¹

Oleg A. Rakitin ³

Скрыть аффилиации авторов Показать аффилиации авторов: 3 аффилиации

Departamento de Química Orgánica, Facultad de Veterinaria, Universidad de Extremadura, 10071 Cáceres, Spain |

Department of Chemistry Imperial College of Science, Technology and Medicine, London SW7 2AY, UK |

N.D.Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prospect, 47, 117913, Moscow Russia. |

Тип публикации: Journal Article

Дата публикации: 1998-01-01

Elsevier

Tetrahedron

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wos Q2

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SJR: 0.426

CiteScore: 4.1

Impact factor: 2.2

ISSN: 00404020, 14645416

DOI: 10.1016/S0040-4020(97)10272-1

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Organic Chemistry

Drug Discovery

Biochemistry

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Abstract The reaction of p -benzoquinone-4-oximes with disulfur dichloride affords the red 6 H -1,2,3-benzodithiazol-6-ones. Some ring chlorination occurs, but 2,6-substituents are retained in the products except for a tert -butyl group, which is, exceptionally, replaced by chlorine. 1,4-Naphthoquinone 4-oxime and 1,2-naphthoquinone 2-oxime similarly give the red 4-chloro-5 H -naphtho[1,2- d ][1,2,3]dithiazol-5-one and the blue 9-chloro-4 H -naphtho[2,3- d ][1,2,3]dithiazol-4-one respectively. A unified set of mechanisms is proposed for all of the reactions.

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Polo C. et al. One pot synthesis of 1,2,3,-benzodithiazol-6-ones // Tetrahedron. 1998. Vol. 54. No. 1-2. pp. 223-232.

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Polo C., Ramos V., Rees C. W., Torroba T., Rakitin O. A. One pot synthesis of 1,2,3,-benzodithiazol-6-ones // Tetrahedron. 1998. Vol. 54. No. 1-2. pp. 223-232.

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TY - JOUR

DO - 10.1016/S0040-4020(97)10272-1

UR - https://doi.org/10.1016/S0040-4020(97)10272-1

TI - One pot synthesis of 1,2,3,-benzodithiazol-6-ones

T2 - Tetrahedron

AU - Polo, Cecilia

AU - Ramos, Vicente

AU - Rees, Charles W.

AU - Torroba, Tomás

AU - Rakitin, Oleg A.

PY - 1998

DA - 1998/01/01

PB - Elsevier

SP - 223-232

IS - 1-2

VL - 54

SN - 0040-4020

SN - 1464-5416

ER -

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@article{1998_Polo,

author = {Cecilia Polo and Vicente Ramos and Charles W. Rees and Tomás Torroba and Oleg A. Rakitin},

title = {One pot synthesis of 1,2,3,-benzodithiazol-6-ones},

journal = {Tetrahedron},

year = {1998},

volume = {54},

publisher = {Elsevier},

month = {jan},

url = {https://doi.org/10.1016/S0040-4020(97)10272-1},

number = {1-2},

pages = {223--232},

doi = {10.1016/S0040-4020(97)10272-1}

}

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Polo, Cecilia, et al. “One pot synthesis of 1,2,3,-benzodithiazol-6-ones.” Tetrahedron, vol. 54, no. 1-2, Jan. 1998, pp. 223-232. https://doi.org/10.1016/S0040-4020(97)10272-1.