Literature DB >> 31140280

I2/PhI(OAc)2 Copromoted Amination Reaction: Synthesis of α-Dicarbonylsulfoximine Derivatives by Incorporating an Intact Dimethyl Sulfoxide.

Peng Zhao1, Xia Wu1, Xiao Geng1, Can Wang1, You Zhou1, Yan-Dong Wu1, An-Xin Wu1.   

Abstract

An I2/PhI(OAc)2 copromoted strategy using dimethyl sulfoxide as an "S/C2/O" source for preparing α-dicarbonylsulfoximine derivatives is reported. This process involves oxidative coupling to construct a C-N bond and electrophilic amination of dimethyl sulfoxide to afford an N═S bond, with dimethyl sulfoxide present in the final product as an intact molecule. Furthermore, tetramethylene sulfoxide as a solvent is also compatible with this amination reaction.

Entities:  

Year:  2019        PMID: 31140280     DOI: 10.1021/acs.joc.9b01160

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


  2 in total

Review 1.  Synthetic Access to Aromatic α-Haloketones.

Authors:  Marre Porré; Gianmarco Pisanò; Fady Nahra; Catherine S J Cazin
Journal:  Molecules       Date:  2022-06-02       Impact factor: 4.927

2.  Direct oxidation of N-ynylsulfonamides into N-sulfonyloxoacetamides with DMSO as a nucleophilic oxidant.

Authors:  Jun Dong; Duo Fu; Dongning Sheng; Jiayi Wang; Jiaxi Xu
Journal:  RSC Adv       Date:  2021-12-20       Impact factor: 4.036

  2 in total

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