Click Linker:  Efficient and High-Yielding Synthesis of a New Family of SPOS Resins by 1,3-Dipolar Cycloaddition

Abstract

[reaction: see text] Highly efficient methodology for the construction of functionalized resins was presented involving 1,3-dipolar cycloaddition as the key reaction step. On the basis of this concept, the first series of click backbone amide linkers were synthesized and the application of the FIMT resin 3f to the parallel synthesis of putative dopaminergic agents was demonstrated leading to the selective receptor ligands 10i and 10s revealing high affinity to the D4 subtype.

A Re‐evaluation of the Use of Rink, BAL, and PAL Resins and Linkers

“…Alternatively, linkers can be anchored to the solid support through a C À C bond [24] or other stable structures [25]. This approach avoids cleavage of linker moieties, which can contaminate the final product and remain attached to the target compounds.…”

Porous polymer particles—A comprehensive guide to synthesis, characterization, functionalization and applications

“…Although there are numerous studies on CuAAC functionalization of nonporous polymers [280,298,328,[336][337][338][339][340][341][342][343][344][345][346][347][348][349][350][351], silica [352][353][354] and metal particles [355], the amount of publications on porous polymer particles is limited. Finn et al [356] described the click functionalization of a commercial porous agarose resin for affinity chromatography.…”

Solid‐Phase Organic Tagging Resins for Labeling Biomolecules by 1,3‐Dipolar Cycloaddition: Application to the Synthesis of a Fluorescent Non‐Peptidic Vasopressin Receptor Ligand

“…[16] The solid-phase version of click chemistry was recently described for the synthesis of peptidomimetics, [17] multiplelabeled carbohydrate oligonucleotides, [18] and functionalized resins. [19] However, the incorporation of fluorescent probes on resins by click chemistry has been much less studied. To the best of our knowledge, only one example to date has related the surface functionalization of resins (Wang and Merrifield) with dyes using a Huisgen [2 + 3] cycloaddition reaction, performed at 70 8C under nitrogen.…”