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

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.

Csp2–H functionalization of phenols: an effective access route to valuable materials via Csp2–C bond formation

“…The authors proposed a Fries-like rearrangement pathway for this reaction, in which the Lewis acid, TMSOTf, activates the sulphur reagent ( Scheme 50 ). 137 …”