Internal alkynes occur widely in nature, and have interesting biological properties. They are difficult to analyze specifically. Here we undertook the perhaps ill-advised effort to use a transition-metal catalyzed reaction as a means to chemically derivatize internal alkynes by converting them to 1,4,5-trisubstituted 1,2,3-triazoles. These triazoles enjoy much higher ionization efficiencies than many natural alkynes. This increased derivatization procedure enhances LC-MS detection of internal alkynes by up to 32,000-fold. Unfortunately, the yield of the derivatization reaction is often only a few percent. We were not able to formulate an approach to use RuAAC for high-quality untargeted screening of internalk alkynes, but nonetheless, we found the procedure useful for confirming the presence of internal alkyne moieties in targeted metabolomics analysis, and used it to identify a previously unreported dietary alkyne, an analog of repandiol that we term repanol, from the mushroom Hydnum umbilaticum.