Synlett 2025; 36(10): 1367-1370
DOI: 10.1055/a-2530-4542
letter

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


University of Calcutta.


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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.

Supporting Information



Publication History

Received: 30 November 2024

Accepted after revision: 31 January 2025

Accepted Manuscript online:
31 January 2025

Article published online:
19 March 2025

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