Preparation of methyl 2, 5-dioxohexanoate: a highly convenient reagent for the introduction of the 2-carbalkoxy-1, 5-dialkylpyrrole nucleus

WJ Thompson, CA Buhr

Index: Thompson, Wayne J.; Buhr, Chris A. Journal of Organic Chemistry, 1983 , vol. 48, # 16 p. 2769 - 2772

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Citation Number: 14

Abstract

As part of an investigation directed at the synthesis of the potent natural insecticide stemofoline (1, l Scheme I) and structural variants, we required a general method for the rapid construction of 1, 2, 5-trisubstituted pyrroles (2) where either of the 2, bsubstituents was an electronwithdrawing functionality. Our strategy was designed both to explore the intramolecular cycloaddition chemistry of pyrroles and to provide access to simpler ...