An Efficient Synthesis of 1,3-Benzothiadiazin-4(3H)-one 2-Oxides: Novel Anthranilic Acid Derivatives

Indira Sen; Swarnendu Sasmal; Roger G. Hall; Sitaram Pal

doi:10.1055/s-0035-1561657

Synthesis, Table of Contents

Synthesis 2016; 48(21): 3743-3752
DOI: 10.1055/s-0035-1561657

paper

An Efficient Synthesis of 1,3-Benzothiadiazin-4(3H)-one 2-Oxides: Novel Anthranilic Acid Derivatives

Indira Sen

^aSyngenta Biosciences Pvt. Ltd., Santa Monica Works, Corlim, Ilhas, Goa 403110, India Email: sitaram.pal@syngenta.com

,

Swarnendu Sasmal

^aSyngenta Biosciences Pvt. Ltd., Santa Monica Works, Corlim, Ilhas, Goa 403110, India Email: sitaram.pal@syngenta.com

,

Roger G. Hall

^bSyngenta Crop Protection, Muenchwilen AG, Schaffhauserstrasse, 4332 Stein, Switzerland

,

Sitaram Pal*

^aSyngenta Biosciences Pvt. Ltd., Santa Monica Works, Corlim, Ilhas, Goa 403110, India Email: sitaram.pal@syngenta.com

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Abstract

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Abstract

Derivatives of anthranilic acid exhibit a range of useful biological activities. Herein we describe an efficient synthetic route to 1,3-benzothiadiazin-4(3H)-one 2-oxides via copper-catalyzed N-arylation of sulfonimidamides followed by cyclization. Such 1,3-benzothiadiazin-4(3H)-one 2-oxides can be viewed as novel anthranilic acid derivatives.

Key words

1,3-benzothiadiazin-4(3H)-one 2-oxides - anthranilic acid - N-arylation - sulfur - cyclization - copper catalysis

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References

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