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- W1982877466 abstract "A nickel-catalyzed regio- and stereoselective reductive coupling of oxa- and azabicyclic alkenes with activated alkenes and electron-rich alkynes is described. Thus, 7-oxabenzonorbornadienes underwent reductive coupling with various vinyl ketones such as ethyl, methyl, propyl and α-methyl-substituted vinyl ketones, in the presence of a nickel(II) iodide (NiI2), zinc (Zn), and water catalyst system in acetonitrile at 50 °C for 14 h to afford 2-alkylnaphthalenes in good to excellent yields. Under similar reaction conditions, 7-azabenzonorbornadiene derivatives provided cis-2-alkyl-1,2-dihydronaphthalene derivatives in high yields. On the other hand, the nickel(II) iodide, tris(4-fluorophenyl)phoshine [P(4-FC6H4)3] and zinc catalyst system successfully catalyzed the reductive coupling reaction of electron-rich alkynes, with 7-aza- and 7-oxabenzonorbornadienes to give cis-2-alkenyl-1,2-dihydronaphthalene derivatives in good to excellent yields. In the reaction, a mild reducing agent (zinc) and simple hydrogen source (water) were used." @default.
- W1982877466 created "2016-06-24" @default.
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- W1982877466 date "2014-03-11" @default.
- W1982877466 modified "2023-09-27" @default.
- W1982877466 title "Nickel-Catalyzed Regio- and Stereoselective Reductive Coupling of Oxa- and Azabicyclic Alkenes with Enones and Electron-Rich Alkynes" @default.
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- W1982877466 doi "https://doi.org/10.1002/adsc.201300910" @default.
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