An efficient solid‐phase synthesis of substituted benzofuran using selenium‐bound resin

Abstract

A very efficient solid-phase synthesis of substituted benzofuran using polymer-supported selenium resin is described. The advantages of the new method are good yields, high purity, straightforward operations, broad range and high diversity of products, lack of odor, and good stability of the resins. The easy work-up procedure makes the method suitable for building parallel libraries.Low-melting-point solid. 1 H NMR and 13 C NMR spectral data were consistent with data reported in the literature; [15] MS (EI) m/z 176 Synthesis of substituted benzofuran using selenium-bound resin

Lewis base‐catalyzed electrophilic lactonization of selenyl bromide resin and facile solid‐phase synthesis of furan‐2(5H)‐one derivatives

“…Solid‐phase organic synthesis (SPOS) is one of the core technologies used for synthesis of the molecule libraries . Our previous work has established various heterocyclic compound libraries from organoselenium resins . As the continuation of our ongoing efforts to generate pharmaceutically interesting heterocyclic compounds with SPOS, herein we describe an efficient strategy for the preparation of substituted furan‐2(5 H )‐one from a selenopolystyrene resin, which included the selenyl bromide resin‐induced electrophilic lactonization catalyzed by Lewis base, lithiation, nucleophilic substitution (or addition) reaction and oxidation–elimination of the selenium resins.…”