10.1016/j.jorganchem.2010.09.064
The study presents a rhenium-catalyzed method for synthesizing 2-alkenylbenzylamines from aromatic aldimines and alkenes. The process involves the activation of an aromatic C(sp2)-H bond, followed by the insertion of an alkene into this bond, beta-hydride elimination, and finally the hydrogenation of the imino group of the aromatic aldimine. The research demonstrates that using the rhenium-hydride complex catalyst [HRe(CO)4]n leads to high yields of 2-alkenylbenzylamines, contrasting with other rhenium catalysts which may lead to different products like quinolines via an aza-Diels-Alder reaction. The study also explores the scope of the reaction with various aldimines and alkenes, providing insights into the reaction mechanism and the factors influencing the product selectivity and yield.
10.1246/bcsj.56.3527
The research investigates the reaction of various olefins with malonic acid in the presence of manganese(III) acetate (MA) to synthesize substituted 2,7-dioxaspiro[4.4]nonane-1,6-diones and other related compounds. The purpose is to develop a convenient one-step synthesis method for these compounds, which have potential applications in organic chemistry. Key chemicals used include olefins such as 1,1-diphenylethene, 1,1-bis(4-methoxyphenyl)ethene, methylenecyclohexane, 2-phenylpropene, styrene, 1-octene, and cyclohexene, along with malonic acid and manganese(III) acetate. The reactions were carried out in acetic acid, and the products were characterized using techniques like IR spectroscopy, H-NMR spectroscopy, and HPLC. The study concludes that this method provides a straightforward and efficient route to synthesize the target compounds, with yields ranging from 3% to 84% depending on the specific olefin used. The configurations of the products were determined based on H-NMR spectral analyses, and the results showed that the reaction outcomes varied significantly depending on the substituents on the olefins.