Fishing with copper acetylides: Selective alkynylation of heteronucleophiles was written by Guissart, Celine;Luhmer, Michel;Evano, Gwilherm. And the article was included in Tetrahedron in 2018.Name: 3-(Phenylethynyl)oxazolidin-2-one This article mentions the following:
Copper acetylides are readily available and especially convenient reagents for the alkynylation of a broad range of heteronucleophiles. Upon simple activation with mol. oxygen in the presence of suitable ligands and solvents, they readily transfer their alkyne moiety at room temperature, notably yielding a variety of nitrogen- and phosphorus-substituted alkynes. We report in this manuscript an extensive study of the chemoselectivity of this alkynylation based on quant. 13C NMR analyses. With suitable ligand/solvent combinations, various phosphorus-based nucleophiles can be alkynylated with excellent levels of selectivity, even in the presence of a large excess of a nitrogen-nucleophile. This chemoselective alkynylation could be further extended to an even more challenging selective alkynylation of a nitrogen-nucleophile over another one, further highlighting the synthetic potential of copper acetylides as alkynylating agents that can selectively “fish” a nucleophile without affecting others. In the experiment, the researchers used many compounds, for example, 3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2Name: 3-(Phenylethynyl)oxazolidin-2-one).
3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2) belongs to oxazolidine derivatives.Oxazolidines are readily available also from propargyl amines. As well as other multifunctional heterocyclic compounds, oxazolidine rings play an essential role in organic and medicinal chemistry, behaving, in some cases as powerful antitumor agents.Name: 3-(Phenylethynyl)oxazolidin-2-one
Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem