Halogenation and oxidation of 2, 5-bis (ethoxycarbonyl)-3, 4-dialkylpyrroles. A possible route to side-chain functionalized 3, 4-dialkylpyrroles

E Baciocchi, E Muraglia, G Sleiter

Index: Baciocchi, Enrico; Muraglia, Ester; Sleiter, Giancarlo Journal of Organic Chemistry, 1992 , vol. 57, # 8 p. 2486 - 2490

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Citation Number: 9

Abstract

3-allryl-2, 4-pentanedione and diethyl nitrosomalonate (see the Experimental Section). The usual procedure for this la (R= H) 4b (R= CH3) conversion is perchlorination of the 5-methyl group followed by ethanolysis? This method, however, turned out to be unsatisfactory for the preparation of large amounts of the diesters 1 required in the present work. Thus, a different approach to compounds 1 was chosen, consisting