Highly efficient synthesis of N-substituted isoindolinones and phthalazinones using Pt nanowires as catalysts
A series of N-substituted isoindolinones have been successfully synthesized through the reductive C-N coupling and intramolecular amidation of 2-carboxybenzaldehyde and amines. This one-pot synthesis gives excellent yields using ultrathin Pt nanowires as catalysts under 1 bar of hydrogen. These unsupported catalysts can also be used for the synthesis of phthalazinones in high yield when hydrazine or phenyl hydrazine is used instead of amines.
Synthesis of 4-(1-oxo-isoindoline) and 4-(5,6-dimethoxy-1-oxo-isoindoline)- substituted phenoxypropanolamines and their β1-, β2-adrenergic receptor binding studies
Phenoxypropanolamines with 1-oxo-isoindoline (12-16) and 5,6-dimethoxy-1-oxo-isoindoline groups (17-20) at the para position were synthesized. β1, β2-Adrenergic receptor binding affinities for the synthesized compounds were tested and compared with propranolol and atenolol. It was found that the incorporation of para-amidic functionality within the 1-oxo-isoindoline ring and 5,6-dimethoxy-1-oxo- isoindoline ring system led to a high degree of cardioselectivity in the phenoxypropanolamines. Two of the compounds 12 and 20 possessed β1-adrenergic receptor affinity comparable with that of atenolol and both showed a better cardioselectivity than atenolol. Both 12 and 20 are undergoing further pharmacological evaluation.