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.
Runyan Ni  1 ,  Naoto Mitsuda ,  Takeru Kashiwagi ,  Kazunobu Igawa ,  Katsuhiko Tomooka
Affiliations
  • 1. Department of Molecular and Material Sciences, Kyushu University (Japan).
PMID: 25470001 DOI: 10.1002/anie.201409910
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.
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