Palladium-Catalyzed Hydrocarbonylative Cyclization Enabled by Formal Insertion of Aromatic Ca? N Bonds into Pd-Acyl Bonds
An efficient new formal insertion strategy via combination of reductive elimination and oxidative addition sequence was reported, in which the transient N-acyliminium ions formed via hydrocarbonylation function as key intermediates. This strategy has enabled a novel palladium-catalyzed hydrocarbonylative cyclization of azaarene-tethered alkenes or dienes via sequential insertion of a Ca? C bond, CO, and a Ca? N bond into palladium-hydride bonds. This method provides a new and highly efficient synthetic approach to quinolizinones and its derivatives with extended ?-conjugated systems, possessing tunable emission wavelengths and good photoluminescence capabilities.
Synthesis of 1,3-butadienes having a nitrogen-containing heterocyclic substituent
Condensation of γ-(trimethylsilyl)allylborane 2 with aldehydes 3a-f afforded, after base-induced Peterson olefination reaction, the corresponding 1,3-butadienes having a nitrogen-containing heterocyclic substituent.
Sattsangi,Wang
p. 5025 - 5028
(2007/10/02)
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