Heteroatom-embedded medium-sized cycloalkynes: concise synthesis, structural analysis, and reactions

Angew Chem Int Ed Engl. 2015 Jan 19;54(4):1190-4. doi: 10.1002/anie.201409910. Epub 2014 Dec 2.

Abstract

A variety of medium-sized cycloalkynes were efficiently synthesized by the double Nicholas reaction of cobalt complex and bis(hetero)substituted acyclic compound. The alkyne moiety within the ring has a unique bent structure and high reactivity toward cycloaddition reactions. Furthermore, preparation of multifunctionalized alkynes was achieved by embedding the cycloalkyne within a peptide chain.

Keywords: alkynes; cycloaddition; heterocycles; peptides; strained molecules.