Literature DB >> 24047409

Arylation of lithium sulfinates with diaryliodonium salts: a direct and versatile access to arylsulfones.

Natalie Umierski1, Georg Manolikakes.   

Abstract

An efficient, transition-metal-free arylation of lithium sulfinates, which are readily accessible from reactions of organolithium reagents with sulfur dioxide, is described. Based on this method, a practical protocol for the direct transformation of (hetero)arenes and (hetero)aromatic halides into diarylsulfones was developed.

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Year:  2013        PMID: 24047409     DOI: 10.1021/ol402235v

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


  7 in total

1.  Bond-Forming and -Breaking Reactions at Sulfur(IV): Sulfoxides, Sulfonium Salts, Sulfur Ylides, and Sulfinate Salts.

Authors:  Daniel Kaiser; Immo Klose; Rik Oost; James Neuhaus; Nuno Maulide
Journal:  Chem Rev       Date:  2019-06-25       Impact factor: 60.622

2.  Alkyl Sulfinates: Formal Nucleophiles for Synthesizing TosMIC Analogs.

Authors:  J Armando Lujan-Montelongo; Angel Ojeda Estevez; Fraser F Fleming
Journal:  European J Org Chem       Date:  2015-03

3.  Palladium-catalyzed synthesis of ammonium sulfinates from aryl halides and a sulfur dioxide surrogate: a gas- and reductant-free process.

Authors:  Edward J Emmett; Barry R Hayter; Michael C Willis
Journal:  Angew Chem Int Ed Engl       Date:  2014-07-27       Impact factor: 15.336

4.  One-pot, three-component arylalkynyl sulfone synthesis.

Authors:  C Chun Chen; Jerome Waser
Journal:  Org Lett       Date:  2015-01-29       Impact factor: 6.005

5.  DABSO-based, three-component, one-pot sulfone synthesis.

Authors:  Alex S Deeming; Claire J Russell; Alan J Hennessy; Michael C Willis
Journal:  Org Lett       Date:  2013-12-05       Impact factor: 6.005

6.  Palladium(II)-Catalyzed Synthesis of Sulfinates from Boronic Acids and DABSO: A Redox-Neutral, Phosphine-Free Transformation.

Authors:  Alex S Deeming; Claire J Russell; Michael C Willis
Journal:  Angew Chem Int Ed Engl       Date:  2015-11-24       Impact factor: 15.336

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

Authors:  Dae-Kwon Kim; Hyun-Suk Um; Hoyoon Park; Seonwoo Kim; Jin Choi; Chulbom Lee
Journal:  Chem Sci       Date:  2020-10-22       Impact factor: 9.825

  7 in total

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