Transforming Oxadiazolines through Nitrene Intermediates by Energy Transfer Catalysis: Access to Sulfoximines and Benzimidazoles

  • Park, Do Dam; 
  • Min, Kwan Hong; 
  • Kang, Jihee; 
  • Hwang, Ho Seong; 
  • Soni, Vineet Kumar; 
  • ... Cho, Cheon-Gyu; 
  • 외 1명
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초록

Subtle differences in reaction conditions facilitated unprecedented photocatalytic reactions of oxadiazolines by energy transfer catalysis. A set of compounds, sulfoximines and benzimidazoles, were ingeniously prepared from oxadiazolines via nitrene intermediates by photocatalytic N-O/C-N bond cleavages. The synthesis of sulfoximines was realized through intermolecular N-S bond formation between nitrene intermediates and sulfoxides, whereas benzimidazoles were obtained via intramolecular aromatic substitution of the nitrene to the tethered aryl substituent.

키워드

SULFONYLATION; DMSO; SULFIMIDES; IMINATION; AMINATION; SULFIDES; ALKENES; ALKYNES; DRUGS; DNA
제목
Transforming Oxadiazolines through Nitrene Intermediates by Energy Transfer Catalysis: Access to Sulfoximines and Benzimidazoles
저자
Park, Do Dam; Min, Kwan Hong; Kang, Jihee; Hwang, Ho Seong; Soni, Vineet Kumar; Cho, Cheon-Gyu; Cho, Eun Jin
DOI
10.1021/acs.orglett.9b04646
발행일
2020-02
유형
Article
저널명
Organic Letters
권
22
호
3
페이지
1130 ~ 1134