Tetrahedron

, volume 55 , issue 52 , pages 14885-14900

New synthetic method to 1,2-benzisothiazoline-3-one- 1,1-dioxides and 1,2-benzisothiazoline-3-one-1-oxides from N-alkyl(o-methyl) arenesulfonamides

Masashi Katohgi ¹

Hideo Togo ²

Kentaro YAMAGUCHI ³

Masataka Yokoyama ²

Hide authors affiliations Show authors affiliations: 3 affiliations

Graduate School of Science and Technology, Chiba University, Yayoi-cho 1-33 Inage-ku, Chiba 263-8522, Japan |

Graduate School of Science and Technology, Chiba University, Yayoi-cho 1-33, Inage-ku, Chiba 263-8522, Japan |

Chemical Analysis Center, Chiba University, Yayoi-cho 1-33, Inage-ku, Chiba 263-8522 Japan |

Publication type: Journal Article

Publication date: 1999-12-01

Elsevier

Tetrahedron

scimago Q3

wos Q2

SJR: 0.426

CiteScore: 4.1

Impact factor: 2.2

ISSN: 00404020, 14645416

DOI: 10.1016/S0040-4020(99)00974-6

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Organic Chemistry

Drug Discovery

Biochemistry

Abstract

Various N -alkylsaccharins were easily prepared in moderate to good yields by the reaction of N -alkyl( o -methyl)arenesulfonamides with (diacetoxyiodo)benzene in the presence of iodine under irradiation with a tungsten lamp (W-hν). On the other hand, irradiation of N -alkyl( o - methyl)arenesulfonamide derivatives bearing various subslituents on the aromatic ring with a high- pressure mercury lamp (Hg-hν), in the presence of (diacetoxyiodo)benzene and iodine gave the corresponding N -alkyl-1,2-benzisothiazoline-3-one-1-oxide derivatives in moderate yields, together with N -alkyl-1,2-benzisothiazoline-3-one-1,1-dioxide (saccharin) derivatives. Graphic

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Katohgi M. et al. New synthetic method to 1,2-benzisothiazoline-3-one- 1,1-dioxides and 1,2-benzisothiazoline-3-one-1-oxides from N-alkyl(o-methyl) arenesulfonamides // Tetrahedron. 1999. Vol. 55. No. 52. pp. 14885-14900.

GOST all authors (up to 50) Copy

Katohgi M., Togo H., YAMAGUCHI K., Yokoyama M. New synthetic method to 1,2-benzisothiazoline-3-one- 1,1-dioxides and 1,2-benzisothiazoline-3-one-1-oxides from N-alkyl(o-methyl) arenesulfonamides // Tetrahedron. 1999. Vol. 55. No. 52. pp. 14885-14900.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1016/S0040-4020(99)00974-6

UR - https://doi.org/10.1016/S0040-4020(99)00974-6

TI - New synthetic method to 1,2-benzisothiazoline-3-one- 1,1-dioxides and 1,2-benzisothiazoline-3-one-1-oxides from N-alkyl(o-methyl) arenesulfonamides

T2 - Tetrahedron

AU - Katohgi, Masashi

AU - Togo, Hideo

AU - YAMAGUCHI, Kentaro

AU - Yokoyama, Masataka

PY - 1999

DA - 1999/12/01

PB - Elsevier

SP - 14885-14900

IS - 52

VL - 55

SN - 0040-4020

SN - 1464-5416

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{1999_Katohgi,

author = {Masashi Katohgi and Hideo Togo and Kentaro YAMAGUCHI and Masataka Yokoyama},

title = {New synthetic method to 1,2-benzisothiazoline-3-one- 1,1-dioxides and 1,2-benzisothiazoline-3-one-1-oxides from N-alkyl(o-methyl) arenesulfonamides},

journal = {Tetrahedron},

year = {1999},

volume = {55},

publisher = {Elsevier},

month = {dec},

url = {https://doi.org/10.1016/S0040-4020(99)00974-6},

number = {52},

pages = {14885--14900},

doi = {10.1016/S0040-4020(99)00974-6}

}

MLA

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MLA Copy

Katohgi, Masashi, et al. “New synthetic method to 1,2-benzisothiazoline-3-one- 1,1-dioxides and 1,2-benzisothiazoline-3-one-1-oxides from N-alkyl(o-methyl) arenesulfonamides.” Tetrahedron, vol. 55, no. 52, Dec. 1999, pp. 14885-14900. https://doi.org/10.1016/S0040-4020(99)00974-6.

Publisher

Elsevier

Journal

Tetrahedron

scimago Q3

wos Q2

SJR

0.426

CiteScore

4.1

Impact factor

2.2

ISSN

00404020 (Print)

14645416 (Electronic)