AI Article Synopsis

  • Sulfur-arylation of sulfenamides was achieved using a Chan-Lam-type coupling method with boronic acids, resulting in the formation of sulfilimines.
  • A wide variety of aryl and alkyl sulfenamides and boronic acids were successfully utilized, showcasing the reaction's versatility.
  • The research also highlighted the potential for integrating sulfilimines into existing drugs and further transforming these products into valuable medicinal compounds like sulfoximines and sulfondiimines.

Article Abstract

Sulfur-arylation of sulfenamides is reported. This reaction proceeds via a Chan-Lam-type coupling with commercially abundant boronic acids to give sulfilimines. A broad scope was established with a variety of readily accessible aryl and alkyl sulfenamide and boronic acid inputs. Synthetic utility and functional group compatibility were further demonstrated through the direct late-stage introduction of sulfilimines into approved drugs. Derivatization of the sulfilimine products provided access to medicinally relevant sulfoximines and sulfondiimines.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10163624PMC
http://dx.doi.org/10.1021/acs.orglett.3c00779DOI Listing

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Article Synopsis
  • Sulfur-arylation of sulfenamides was achieved using a Chan-Lam-type coupling method with boronic acids, resulting in the formation of sulfilimines.
  • A wide variety of aryl and alkyl sulfenamides and boronic acids were successfully utilized, showcasing the reaction's versatility.
  • The research also highlighted the potential for integrating sulfilimines into existing drugs and further transforming these products into valuable medicinal compounds like sulfoximines and sulfondiimines.
View Article and Find Full Text PDF

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