1314322-85-4Relevant academic research and scientific papers
Gluconic acid aqueous solution: A task-specific bio-based solvent for ring-opening reactions of dihydropyrans
Yang, Jie,Zhou, Binghua,Li, Minghao,Gu, Yanlong
supporting information, p. 1057 - 1064 (2013/02/25)
Gluconic acid aqueous solution (GAAS) that is a largely available bio-based chemical was proved to be an effective task-specific medium for ring-opening reactions of dihydropyrans. In the presence of nucleophiles, such as indoles, 1,3-cyclohexanediones, N,N-dimethylaniline, N-methylaniline, 2-naphthol, and resorcin, a series of 2-substituted 1, 3-dicarbonyl compounds were synthesized in good to excellent yields. The first example of ring-opening of oxa-Pictet-Spengler product with nucleophiles was also described. These results not only demonstrate the feasibility of using GAAS as a sustainable solvent, but also offer an effective way for the ring-opening reactions of dihydropyrans with nucleophiles. Because these reactions proceeded with excellent atom-economy in a sustainable bio-based solvent, the present method was thus characterized by many properties of green chemistry, such as green solvent, atom-economy, and utilization of bio-based chemicals.
Manganese chloride as an efficient catalyst for selective transformations of indoles in the presence of a keto carbonyl group
Li, Minghao,Yang, Jie,Gu, Yanlong
experimental part, p. 1551 - 1564 (2011/08/03)
Catalysis by manganese chloride tetrahydrate was found to be effective for the selective transformation of indoles, with which the desired acid-catalyzed reaction could be promoted and, at the same time, a side reaction that also needs assistance of acid, the electrophilic reaction of indole with the co-existing keto carbonyl group, does not occur. Some acid-catalyzed reactions, such as the ring-opening reaction of 2-alkoxy-3,4-dihydropyran with indole, and transesterification of β-keto ester with an alcohol that contains a C-3 unsubstituted indole fragment, could be performed smoothly by using manganese chloride as catalyst. A new multicomponent reaction of indole, 3,4-dihydropyran and β-keto ester was also developed with catalysis by manganese chloride. Copyright
