20743-95-7Relevant articles and documents
CHESTERSIENE, 4-(4-METHOXYPHENOXY)BUTA-1,2-DIENE: AN ALLENIC ETHER FROM THE FUNGUS HYPOXYLON CHESTERSII
Edwards, Raymond L.,Anderson, John R.,Whalley, Anthony J. S.
, p. 1721 - 1724 (1982)
Culture solutions of the fungus Hypoxylon chestersii contain a new allenic ether which has been identified as 4-(4-methoxyphenoxy)buta-1,2-diene.The synthesis of the metabolite is described.This is the first report of the natural occurrence of an aromatic allenic ether. - Key Word Index: Hypoxylon chestersii; fungal metabolite; allenic ether; chestersiene.
Light-Promoted Nickel Catalysis: Etherification of Aryl Electrophiles with Alcohols Catalyzed by a NiII-Aryl Complex
Cao, Rui,Lai, Chu-Hui,Li, Gang,Liu, Fengyi,Lu, Huan-Huan,Wang, Chao,Xiao, Jianliang,Xue, Dong,Yang, Liu,Zhang, Wei
supporting information, p. 12714 - 12719 (2020/06/02)
A highly effective C?O coupling reaction of (hetero)aryl electrophiles with primary and secondary alcohols is reported. Catalyzed by a NiII-aryl complex under long-wave UV (390–395 nm) irradiation in the presence of a soluble amine base without any additional photosensitizer, the reaction enables the etherification of aryl bromides and aryl chlorides as well as sulfonates with a wide range of primary and secondary aliphatic alcohols, affording synthetically important ethers. Intramolecular C?O coupling is also possible. The reaction appears to proceed via a NiI–NiIII catalytic cycle.
Reductive C-O, C-N, and C-S Cleavage by a Zirconium Catalyzed Hydrometalation/β-Elimination Approach
Matt, Christof,K?lblin, Frederic,Streuff, Jan
supporting information, p. 6983 - 6988 (2019/09/09)
A zirconium catalyzed reductive cleavage of Csp3 and Csp2 carbon-heteroatom bonds is reported that makes use of a tethered alkene functionality as a traceless directing group. The reaction is successfully demonstrated on C-O, C-N, and C-S bonds and proposed to proceed via a hydrozirconation/β-heteroatom elimination sequence of an in situ formed zirconium hydride catalyst. The positional isomerization of the catalyst further enables the cleavage of homoallylic ethers and the removal of terminal allyl and propargyl groups.
Simple N-Heterocyclic Carbenes as Ligands in Ullmann-Type Ether and Thioether Formations
Wu, Jiang-Ping,Saha, Anjan K.,Haddad, Nizar,Busacca, Carl A.,Lorenz, Jon C.,Lee, Heewon,Senanayake, Chris H.
supporting information, p. 1924 - 1928 (2016/07/06)
A simple N-heterocyclic carbene (NHC) derived from 1-methyl-3-ethylimidazolium tetrafluoroborate was found to be an efficient ligand for a range of copper-catalyzed cross-coupling reactions, leading to the formation of aromatic ethers and thioethers. (Figure presented.) .