Formation of 4, 5, 6, 7-tetrahydroisoindoles by palladium-catalyzed hydride reduction

…, MS Wang, MW Chung, YD Hsieh…

Index: Hou, Duen-Ren; Wang, Ming-Shiang; Chung, Ming-Wen; Hsieh, Yih-Dar; Tsai, Hui-Hsu Gavin Journal of Organic Chemistry, 2007 , vol. 72, # 24 p. 9231 - 9239

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Citation Number: 17

Abstract

Substituted 1, 3-dihydro-2H-isoindoles (2, isoindolines) were prepared and subjected to palladium-catalyzed formate reduction. Alkyl isoindolines were reduced to 4, 5, 6, 7- tetrahydro-2H-isoindoles (1). Only partial reduction was observed for 5-methoxyisoindoline, and 4-methoxy-, 5-carbomethoxy-, amino-, and amidoisoindolines were inert to the reaction. Halogen-substituted isoindolines were dehalogenated and reduced to 4, 5, 6, 7-tetrahydro ...