Synthesis of N-Containing Halogenated Synthons by Surfactant-Mediated Direct Vicinal Difunctionalization of Alkenes in Aqueous Medium

Abstract

In an aqueous medium, this metal-free and benign strategy enables direct installation of C–N and C–X bonds into olefins using the organic Lewis acid, PhIO. The surfactant-mediated vicinal difunctionalization enables the synthesis of N-tosyl-1,2-bromoamines and 1,2-bromoazides with good regio- and stereoselectivity. This strategy provides a straightforward route to sugar-based chiral and functionally diverse synthons that hold great promise for applications in pharmaceutical chemistry.

Key words

aqueous medium - organic Lewis acids - vicinal difunctionalization

Publikationsverlauf

Eingereicht: 30. November 2024

Angenommen nach Revision: 31. Januar 2025

Accepted Manuscript online:
31. Januar 2025

Artikel online veröffentlicht:
19. März 2025

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