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Benzothiazole Sulfinate: A Sulfinic Acid Transfer Reagent under Oxidation-Free Conditions
Journal article   Open access  Peer reviewed

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

Jacob J Day, Deshka L Neill, Shi Xu and Ming Xian
Organic letters, Vol.19(14), pp.3819-3822
07/21/2017
Handle:
https://hdl.handle.net/2376/106113
PMCID: PMC5863730
PMID: 28670905
url
https://doi.org/10.1021/acs.orglett.7b01693View
Published (Version of record) Open

Abstract

Benzothiazoles - chemistry Indicators and Reagents Molecular Structure Oxidation-Reduction Sulfinic Acids
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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