Literature DB >> 23113716

Palladium-catalyzed desulfitative arylation by C-O bond cleavage of aryl triflates with sodium arylsulfinates.

Chao Zhou1, Qingjiang Liu, Yaming Li, Rong Zhang, Xinmei Fu, Chunying Duan.   

Abstract

An efficient Pd-catalyzed desulfitative coupling reaction of sodium arylsulfinates as arylation reagents by C-O bond cleavage of aryl triflates was developed. With only 2 mol % of Pd(OAc)(2) as catalyst and XPhos as ligand, the reaction proceeded well for a range of substrates.

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Year:  2012        PMID: 23113716     DOI: 10.1021/jo302005s

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 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.  Palladium-catalyzed three-component diaryl sulfone synthesis exploiting the sulfur dioxide surrogate DABSO.

Authors:  Edward J Emmett; Barry R Hayter; Michael C Willis
Journal:  Angew Chem Int Ed Engl       Date:  2013-10-02       Impact factor: 15.336

3.  Pyridine sulfinates as general nucleophilic coupling partners in palladium-catalyzed cross-coupling reactions with aryl halides.

Authors:  Tim Markovic; Benjamin N Rocke; David C Blakemore; Vincent Mascitti; Michael C Willis
Journal:  Chem Sci       Date:  2017-04-28       Impact factor: 9.825

4.  Modular Functionalization of Arenes in a Triply Selective Sequence: Rapid C(sp2 ) and C(sp3 ) Coupling of C-Br, C-OTf, and C-Cl Bonds Enabled by a Single Palladium(I) Dimer.

Authors:  Sinead T Keaveney; Gourab Kundu; Franziska Schoenebeck
Journal:  Angew Chem Int Ed Engl       Date:  2018-08-27       Impact factor: 15.336

5.  Mechanistic Studies of the Palladium-Catalyzed Desulfinative Cross-Coupling of Aryl Bromides and (Hetero)Aryl Sulfinate Salts.

Authors:  Antoine de Gombert; Alasdair I McKay; Christopher J Davis; Katherine M Wheelhouse; Michael C Willis
Journal:  J Am Chem Soc       Date:  2020-02-07       Impact factor: 15.419

  5 in total

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