Efficient Preparation of [1??15N]??3??Cyano??4??methyl??1H??pyrrole by a Wittig??Based Strategy

P Dawadi, J Lugtenburg

Index: Dawadi, Prativa B. S.; Lugtenburg, Johan European Journal of Organic Chemistry, 2008 , # 13 p. 2288 - 2292

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Abstract

Abstract 3-Cyano-4-methyl-1H-pyrrole (1) was prepared by a new Wittig procedure from simple, commercially available starting materials in four steps with an overall yield of 39%. Similarly,[1-15 N]-3-cyano-4-methyl-1H-pyrrole (1a) was prepared starting from [15 N]- phthalimide. In this synthesis, Wittig coupling was used to form the central C–C bond of intermediate 6, which has nitrile and methyl substituents. Upon deprotection and ...