Mild and efficient syntheses of diverse isoindolinones from ortho-phthaldehydic acid methylthiomethyl ester |
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Authors: | Usha Ghosh Rituparna Bhattacharyya Ashish Keche |
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Institution: | Piramal Life Sciences Limited, 1, Nirlon Complex, Off Western Express Highway, Goregaon (East), Mumbai 400 063, India |
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Abstract: | A mild and efficient method for the synthesis of diverse isoindolinones from o-phthaldehydic acid methylthiomethyl ester and aliphatic/aromatic amines has been developed. A number of nucleophiles including a hydride ion were successfully added to the intermediate Schiff's base providing isoindolinones, with or without substitution at 3-position. Conditions have also been developed for amines with an integrated nucleophilic group to react in a diverse fashion either to give isoindolinones or tricyclic γ-lactams as single diastereoisomers in very good yield. |
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Keywords: | Isoindolinones Reductive amination Methylthiomethyl ester Lactamization |
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