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. 2017 Jul 21;19(14):3819-3822.
doi: 10.1021/acs.orglett.7b01693. Epub 2017 Jul 3.

Benzothiazole Sulfinate: A Sulfinic Acid Transfer Reagent under Oxidation-Free Conditions

Jacob J Day  1 , Deshka L Neill  1 , Shi Xu  1 , Ming Xian  1
Affiliations

Benzothiazole Sulfinate: A Sulfinic Acid Transfer Reagent under Oxidation-Free Conditions

Jacob J Day et al. Org Lett. .

Abstract

Sulfinic acids are commonly encountered intermediates found in natural product synthesis and medicinal chemistry. However, because of high reactivity, instability, and harsh reaction conditions, they are difficult to synthesize. Herein we have developed an oxidation-free method to produce sulfinic acids and sulfinate salts using 2-sulfinyl benzothiazole (BTS). We have also demonstrated the synthetic usefulness by developing one-pot syntheses of sulfones and sulfonamides.

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Conflict of interest statement

Notes

The authors declare no competing financial interest.

Figures

Scheme 1
Scheme 1
Syntheses of Sulfinic Acids, Sulfones, and Sulfonamides
See this image and copyright information in PMC

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