Silver-Catalyzed Halochalcogenation of Terminal Alkynols to Access Halogenated Selenonaphthalenes.

Abstract

Herein, we report an AgNO₃ and FeCl₃ relay-catalyzed halogenation and electrophilic selenium cyclization reaction. This reaction is based on the trifunctionalization of terminal alkynols using NBS and diorganyl diselenides, providing a step-efficient synthetic approach to produce halogenated selenonaphthalene derivatives in good yields. Furthermore, the halochalcogenation and cyclization reaction offers an efficient protocol for constructing molecules with two independent reactive centers.