Convergence of Competitive Azidation, Elimination vs Substitution, and Preferential Ring Formation: Metal-Free, One-Pot Route to Oxa-Ring Fused Triazoles from Functionalized Polyols.

ABSTRACT: A series of polymesylated/polypropargylated polyols of different chain lengths were designed for the synthesis of the new varieties of 1,5-disubstituted 1,2,3-triazolyl fused bicyclic oxa-heterocycles under metal-free conditions. The orthogonally stable mesylated and propargylated polyol substrates were designed to avoid the use of highly reactive and/or unstable substrates decorated with azido and propargyl functionalities. The purpose was to allow the polymesylated/polypropargylated substrates to undergo intramolecular triazolylation under metal-free conditions to generate oxa-ring fused triazoles functionalized with azido or propargyl groups ready to undergo further transformation. These reactions were also expected to generate molecules constituted with two oxa-ring fused triazole unit

SUBMITTER: Maiti R 

PROVIDER: S-EPMC12290970 | biostudies-literature | 2025 Jul

REPOSITORIES: biostudies-literature