Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Molecules called Synthesis of aromatic rings embedded in polycyclic scaffolds by triyne cycloaddition: competition between carbonylative and non-carbonylative pathways, Author is Salacz, Laura; Girard, Nicolas; Suffert, Jean; Blond, Gaelle, which mentions a compound: 16400-32-1, SMILESS is CCC#CCBr, Molecular C5H7Br, Electric Literature of C5H7Br.
The carbonylative cycloaddition of triynes I (R1 = H, CH3; R2 = H, C5H11) can lead to carbonylative and non-carbonylative competitive pathways, each leading to the formation of an aromatic ring. The one-pot synthesis of fully- and unsym.-substituted tetracyclic 6,5,7,5-troponic and 6,5,6,5-benzenoid scaffolds, e.g., II, using pre-organized triynes I showing the competition between these two pathways has been described.
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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics