Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 16400-32-1, is researched, SMILESS is CCC#CCBr, Molecular C5H7BrJournal, Article, Research Support, N.I.H., Extramural, Research Support, Non-U.S. Gov’t, Journal of the American Chemical Society called Distal Alkenyl C-H Functionalization via the Palladium/Norbornene Cooperative Catalysis, Author is Wu, Zhao; Fatuzzo, Nina; Dong, Guangbin, the main research direction is alkene aryl iodide palladium norbornene catalyst regioselective diastereoselective arylation; alkyl iodide alkene palladium norbornene catalyst regioselective diastereoselective alkylation.Application In Synthesis of 1-Bromo-2-pentyne.
A distal-selective alkenyl C-H arylation method was reported through a directed palladium/norbornene (Pd/NBE) cooperative catalysis. An usage of appropriate combination of the directing group and the NBE cocatalyst was the key feature of this method. A range of acyclic and cyclic cis-olefins were suitable substrates and the reaction was operated under air with excellent site-selectivity. Preliminary mechanistic studies were consistent with the proposed Pd/NBE-catalyzed C-H activation instead of the Heck pathway. Initial success on distal alkylation was achieved using MeI and Me bromoacetate as electrophiles.
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Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics