Regioselective synthesis of acylpyrroles

M Kakushima, P Hamel, R Frenette…

Index: Kakushima, Masatoshi; Hamel, Pierre; Frenette, Richard; Rokach, Joshua Journal of Organic Chemistry, 1983 , vol. 48, # 19 p. 3214 - 3219

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Citation Number: 226

Abstract

The regioselective synthesis of several pyrrole derivatives is described. AlC13-catalyzed acylation reactions of 1-(phenylsulfony1) pyrrole (1) give 3-acyl derivatives, whereas the corresponding BF3. 0Et+ atalyzed reactions give 2-acyl derivatives predominantly. Mild alkaline hydrolysis gives the corresponding acyl-lH-pyrroles in excellent yields. AlCl,- catalyzed reactions of 1 with 1, l-dichloromethyl methyl ether and oxalyl chloride give 1-( ...