Strained alkynes derived from 2,2'-dihydroxy-1,1'-biaryls; synthesis and copper-free cycloaddition with azides

Organic & Biomolecular Chemistry
Alessandro Del GrossoMartin Wills

Abstract

A series of strained alkynes were prepared from 2,2'-dihydroxy-biaryls. Several were characterised by X-ray crystallography, revealing strained C(sp)-C(sp)-C(sp3) bond angles in the range of 163-167°. Their cycloadditions with azides proceed without a catalyst. Functionalised versions of these reagents have potential applications to materials synthesis and bioconjugations.

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Citations

Feb 10, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Nguyen Nhat Thu LeDasan M Thamattoor
Jun 18, 2019·Current Medicinal Chemistry·Mattia VacchiniLaura Cipolla
Nov 13, 2018·Organic & Biomolecular Chemistry·Anish MistryMartin Wills
Jan 1, 2020·Nature Reviews. Chemistry·Sean S Nguyen, Jennifer A Prescher

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