Tetrahedron letters

A new synthesis of 3-alkyl-1-isoindolinones

EC Wang, HF Chen, PK Feng, YL Lin, MK Hsu

Index: Wang, Eng-Chi; Chen, Hsien-Fan; Feng, Pei-Kuan; Lin, Yu-Li; Hsu, Ming-Kuan Tetrahedron Letters, 2002 , vol. 43, # 50 p. 9163 - 9165

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Citation Number: 28

Abstract

A new, concise, and efficient method for the synthesis of 3-alkyl-1-isoindolinones was described. 3-Alkyl-3-hydroxy-2, 3-dihydro-1-isoindolinones, prepared from the reaction of phthalimide and alkyl lithium, were treated with sodium cyanoborohydride in acidic medium to concomitantly undergo dehydration and reduction leading to various 3-alkyl-1- isoindolinones in good yields.