In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called NHC/Nickel(II)-Catalyzed [3+2] Cross-Dimerization of Unactivated Olefins and Methylenecyclopropanes, published in 2020, which mentions a compound: 16400-32-1, Name is 1-Bromo-2-pentyne, Molecular C5H7Br, Quality Control of 1-Bromo-2-pentyne.
Cross-dimerization of a methylenecyclopropane and an unactivated alkene with typical hydroalkenylation reactivity was observed for the first time by using a [NHC-Ni(allyl)]BArF catalyst (NHC=N-heterocyclic carbene). Results show that the C-C cleavage of methylenecyclopropane did not involve a Ni0 oxidative addition, which was crucial in former systems. Thus the method reported here emerges as a complementary method for attaining highly chemo- and regioselective synthesis of methylenecyclopentanes with broad scope. An efficient NHC/NiII-catalyzed rearrangement of methylenecyclopropane leads to the convergent synthesis of methylenecyclopentanes in the presence of unactivated alkene.
There is still a lot of research devoted to this compound(SMILES：CCC#CCBr)Quality Control of 1-Bromo-2-pentyne, and with the development of science, more effects of this compound(16400-32-1) can be discovered.
Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics