4.7 Article

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

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 84, Issue 12, Pages 8322-8329

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b01160

Keywords

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Funding

  1. National Natural Science Foundation of China [21472056, 21602070, 21772051]
  2. Fundamental Research Funds for the Central Universities [CCNUI5ZX002, CCNU18QN011]
  3. 111 Project [B17019]

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An I-2/PhI(OAc)(2) copromoted strategy using dimethyl sulfoxide as an S/C2/O source for preparing alpha-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.

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