Journal of heterocyclic chemistry

Synthesis of 1??alkyl??2, 3??dihydro??2??(4??pyridinyl)??1H??isoindoles as potential selective serotonin reuptake inhibitors

KJ Kapples, GM Shutske

Index: Kapples, Kevin J.; Shutske, Gregory M. Journal of Heterocyclic Chemistry, 1997 , vol. 34, # 4 p. 1335 - 1338

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Citation Number: 15

Abstract

Abstract Two 2, 3-dihydro-2-(4-pyridinyl)-1H-isoindoles 2a, b have been synthesized by the reaction of isoindoline with 4-chloropyridines. In addition, a number of 1-alkyl-2, 3-dihydro-2- (4-pyridinyl)-1H-isoindoles 2c-h were obtained from 2-(4-pyridinyl) phthalimide (5). The addition of alkyl Grignard reagents to 5 gave 1-alkylhydroxyisoindolones 6a-f which, in two cases 6a, b, were dehydrated and subjected to three separate reductions to give targets ...