Solvent and ligand effects on selective mono-and dilithiation of 1-(chlorophenyl) pyrroles and 1-(methoxyphenyl) pyrroles

K Fogassy, K Kovács, GM Keserű, L Tőke…

Index: Fogassy, Katalin; Kovacs, Krisztina; Keseru, Gyoergy M.; Toke, Laszlo; Faigl, Ferenc Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 9 p. 1039 - 1043

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Citation Number: 16

Abstract

Novel methods for site-selective lithiation of 1-(chlorophenyl) pyrroles and 1- (methoxyphenyl) pyrroles are described. Mono-or dilithiations are governed by change of both the temperature and the solvent from tetrahydrofuran to diethyl ether. Regioselectivities could be influenced by the quality of the metallating agent. Thus, 1-(4-chlorophenyl) pyrrole was dilithiated with activated butyllithium at 0° C to afford a valuable intermediate in a ...