Mild and efficient syntheses of diverse isoindolinones from ortho-phthaldehydic acid methylthiomethyl ester

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• 作者：Usha Ghosh ; Rituparna Bhattacharyya ; Ashish Keche
• 关键词：Isoindolinones ; Reductive amination ; Methylthiomethyl ester ; Lactamization
• 刊名：Tetrahedron
• 出版年：2010
• 出版时间：20 March 2010
• 年：2010
• 卷：66
• 期：12
• 页码：2148-2155
• 全文大小：320 K

文摘

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.