Literature DB >> 28670905

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

Jacob J Day1, Deshka L Neill1, Shi Xu1, Ming Xian1.   

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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Year:  2017        PMID: 28670905      PMCID: PMC5863730          DOI: 10.1021/acs.orglett.7b01693

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  23 in total

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Authors:  W E TRUCE; A M MURPHY
Journal:  Chem Rev       Date:  1951-02       Impact factor: 60.622

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6.  Synthesis of Sulfones and Sulfonamides via Sulfinate Anions: Revisiting the Utility of Thiosulfonates.

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Journal:  J Org Chem       Date:  2017-01-25       Impact factor: 4.354

7.  A General, One-Pot Method for the Synthesis of Sulfinic Acids from Methyl Sulfones.

Authors:  Donald R Gauthier; Naoki Yoshikawa
Journal:  Org Lett       Date:  2016-11-14       Impact factor: 6.005

8.  Palladium-Catalyzed Synthesis of (Hetero)Aryl Alkyl Sulfones from (Hetero)Aryl Boronic Acids, Unactivated Alkyl Halides, and Potassium Metabisulfite.

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9.  Selective degradation of splicing factor CAPERα by anticancer sulfonamides.

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Journal:  Nat Chem Biol       Date:  2017-04-24       Impact factor: 15.040

10.  Benzothiazole Sulfinate: a Water-Soluble and Slow-Releasing Sulfur Dioxide Donor.

Authors:  Jacob J Day; Zhenhua Yang; Wei Chen; Armando Pacheco; Ming Xian
Journal:  ACS Chem Biol       Date:  2016-04-07       Impact factor: 5.100

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2.  Synthetic and Mechanistic Studies of a Versatile Heteroaryl Thioether Directing Group for Pd(II) Catalysis.

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4.  Silyloxymethanesulfinate as a sulfoxylate equivalent for the modular synthesis of sulfones and sulfonyl derivatives.

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Review 5.  Near-infrared light-triggered nano-prodrug for cancer gas therapy.

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