Lewis Acid-Mediated Electrophilic Thiolative Difunctionalization of Enimides: Rapid Access to β-Amino Sulfides

Org Lett. 2023 Jul 14;25(27):5173-5178. doi: 10.1021/acs.orglett.3c01999. Epub 2023 Jun 29.

Abstract

An efficient and practical route for the synthesis of β-amino sulfides by Lewis acid-mediated electrophilic thiolative difunctionalization of enimides is disclosed. A series of free phenols, electron-rich arene, alcohol, azide, and hydride, are successfully incorporated into the substrates in high regio- and stereoselectivities under mild conditions. The obtained products possess multiple functional groups and can be easily transformed to other valuable molecules.

MeSH terms

  • Imides / chemistry
  • Lewis Acids*
  • Phenols
  • Sulfides*

Substances

  • Lewis Acids
  • Phenols
  • Sulfides
  • Imides