Literature DB >> 31273985

Desulfonylative Arylation of Redox-Active Alkyl Sulfones with Aryl Bromides.

Jonathan M E Hughes1, Patrick S Fier1.   

Abstract

We describe the development of the first reductive cross-electrophile coupling between alkyl sulfones and aryl bromides. The use of alkyl sulfones offers strategic advantages over other alkyl electrophiles as they can be incorporated into molecules in unique ways and permit α-functionalization prior to coupling. The conditions developed here enable incorporation of a wide array of aromatic rings onto (fluoro)alkyl scaffolds with broad functional group tolerance and generality, making this a practical method for late-stage diversification.

Entities:  

Year:  2019        PMID: 31273985     DOI: 10.1021/acs.orglett.9b01987

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


  6 in total

1.  Dealkenylative Thiylation of C(sp3)-C(sp2) Bonds.

Authors:  Andrew J Smaligo; Ohyun Kwon
Journal:  Org Lett       Date:  2019-10-01       Impact factor: 6.005

2.  Nickel-Catalyzed Cross-Electrophile Coupling of Aryl Chlorides with Primary Alkyl Chlorides.

Authors:  Seoyoung Kim; Matthew J Goldfogel; Michael M Gilbert; Daniel J Weix
Journal:  J Am Chem Soc       Date:  2020-05-21       Impact factor: 15.419

3.  A Titanium-Catalyzed Reductive α-Desulfonylation.

Authors:  Christoph Kern; Jan Selau; Jan Streuff
Journal:  Chemistry       Date:  2021-03-05       Impact factor: 5.236

4.  Base-Mediated Radical Borylation of Alkyl Sulfones.

Authors:  Mingming Huang; Jiefeng Hu; Ivo Krummenacher; Alexandra Friedrich; Holger Braunschweig; Stephen A Westcott; Udo Radius; Todd B Marder
Journal:  Chemistry       Date:  2021-11-29       Impact factor: 5.020

5.  ChemBead Enabled High-Throughput Cross-Electrophile Coupling Reveals a New Complementary Ligand.

Authors:  Ana L Aguirre; Nathan L Loud; Keywan A Johnson; Daniel J Weix; Ying Wang
Journal:  Chemistry       Date:  2021-07-29       Impact factor: 5.020

6.  Two-Step Azidoalkenylation of Terminal Alkenes Using Iodomethyl Sulfones.

Authors:  Nicolas Millius; Guillaume Lapointe; Philippe Renaud
Journal:  Molecules       Date:  2019-11-18       Impact factor: 4.411

  6 in total

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