Literature DB >> 26892735

Copper-Catalyzed S-C/S-N Bond Interconversions.

Jian Wen1, Hanchao Cheng1, Shunxi Dong1, Carsten Bolm2.   

Abstract

Under an atmosphere of dioxygen, copper-catalyzed de-alkylation/amination sequences provide sulfonimidamides from unprotected sulfoximines in moderate to good yields. Mechanistic studies suggest the involvement of radicals in both the C-S bond cleavage and the formation of the new N-S bond.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  copper; demethylation; oxygen; sulfonimidamides; sulfoximines

Year:  2016        PMID： 26892735     DOI： 10.1002/chem.201600661

Source DB:  PubMed          Journal:  Chemistry        ISSN： 0947-6539            Impact factor:   5.236


  11 in total

1.  SuFEx Chemistry of Thionyl Tetrafluoride (SOF4 ) with Organolithium Nucleophiles: Synthesis of Sulfonimidoyl Fluorides, Sulfoximines, Sulfonimidamides, and Sulfonimidates.

Authors:  Bing Gao; Suhua Li; Peng Wu; John E Moses; K Barry Sharpless
Journal:  Angew Chem Int Ed Engl       Date:  2018-01-16       Impact factor: 15.336

2.  Exploiting Configurational Lability in Aza-Sulfur Compounds for the Organocatalytic Enantioselective Synthesis of Sulfonimidamides.

Authors:  Michael J Tilby; Damien F Dewez; Adrian Hall; Carolina Martínez Lamenca; Michael C Willis
Journal:  Angew Chem Int Ed Engl       Date:  2021-11-02       Impact factor: 16.823

3.  A Silyl Sulfinylamine Reagent Enables the Modular Synthesis of Sulfonimidamides via Primary Sulfinamides.

Authors:  Mingyan Ding; Ze-Xin Zhang; Thomas Q Davies; Michael C Willis
Journal:  Org Lett       Date:  2022-02-21       Impact factor: 6.072

4.  A New, Practical One-Pot Synthesis of Unprotected Sulfonimidamides by Transfer of Electrophilic NH to Sulfinamides.

Authors:  Flavia Izzo; Martina Schäfer; Robert Stockman; Ulrich Lücking
Journal:  Chemistry       Date:  2017-10-09       Impact factor: 5.236

5.  CO/O2 assisted oxidative carbon-carbon and carbon-heteroatom bond cleavage for the synthesis of oxosulfonates from DMSO and olefins.

Authors:  Ailong Shao; Meng Gao; Songtao Chen; Tao Wang; Aiwen Lei
Journal:  Chem Sci       Date:  2016-12-07       Impact factor: 9.825

6.  Additions to N-Sulfinylamines as an Approach for the Metal-free Synthesis of Sulfonimidamides: O-Benzotriazolyl Sulfonimidates as Activated Intermediates.

Authors:  Maximilian Bremerich; Christian M Conrads; Tim Langletz; Carsten Bolm
Journal:  Angew Chem Int Ed Engl       Date:  2019-11-11       Impact factor: 15.336

7.  Modular Sulfondiimine Synthesis Using a Stable Sulfinylamine Reagent.

Authors:  Ze-Xin Zhang; Thomas Q Davies; Michael C Willis
Journal:  J Am Chem Soc       Date:  2019-08-09       Impact factor: 15.419

8.  Modern Stereoselective Synthesis of Chiral Sulfinyl Compounds.

Authors:  Elżbieta Wojaczyńska; Jacek Wojaczyński
Journal:  Chem Rev       Date:  2020-04-29       Impact factor: 60.622

9.  Accessing Perfluoroaryl Sulfonimidamides and Sulfoximines via Photogenerated Perfluoroaryl Nitrenes: Synthesis and Application as a Chiral Auxiliary.

Authors:  Giampiero Proietti; Julius Kuzmin; Azamat Z Temerdashev; Peter Dinér
Journal:  J Org Chem       Date:  2021-11-12       Impact factor: 4.354

10.  Exploration of Novel Chemical Space: Synthesis and in vitro Evaluation of N-Functionalized Tertiary Sulfonimidamides.

Authors:  Flavia Izzo; Martina Schäfer; Philip Lienau; Ursula Ganzer; Robert Stockman; Ulrich Lücking
Journal:  Chemistry       Date:  2018-06-19       Impact factor: 5.236
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