[<sup>13</sup>C+D] Double Labeling with Calcium Carbide: Incorporation of Two Labels in One Step
Yulia V. Gyrdymova, Dmitriy E. Samoylenko, Konstantin S. Rodygin
Abstract
Abstract D‐labeling is a valuable tool in advanced synthetic chemistry and pharmacy. However, D‐incorporation significantly complicates the identification of products. In fact, D labels are invisible in 1 H‐NMR spectra and cause undesirable splitting in 13 C‐NMR spectra which decreases the detectable limits. At the same time, 2 H‐NMR spectra are not effective for precise identification due to low sensitivity and the absence of correlations with 1 H atoms. Here, 13 C‐label was considered as an accompanying label for D‐label in [ 13 C+D] unit for identification of D‐containing sites and to track D‐labels. [ 13 C+D]‐doubly labeled vinyl derivatives and triazoles were synthesized using 13 C‐labeled calcium carbide as a source of 13 C‐label and deuterium oxide as a source of D‐label. The reaction occurred in one‐step manner accompanied with in situ doubly labeled acetylene formation. Non‐labeled, mono‐labeled and doubly labeled substrates were isolated in 25–80% yields.