Metallation and functionalization of N??vinylpyrrole

AG Mal'Kina, OA Tarasova, BA Trofimov…

Index: Mal'kina, A. G.; Tarasova, O. A.; Verkruijsse, H. D.; Kerk, A. C. H. T. M. van der; Brandsma, L.; Trofimov, B. A. Recueil des Travaux Chimiques des Pays-Bas, 1995 , vol. 114, # 1 p. 18 - 21

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Citation Number: 8

Abstract

Abstract Metallation of N-vinylpyrrole under presumed kinetic conditions, using n- butyllithium in THF/hexane mixtures, n-butyllithium/N, N, N′, N′-tetramethylethanediamine in hexane, or n-butyllithium/potassium tert-butoxide (1: 1 molar ratio) in THF/hexane mixtures gives almost equal amounts of derivatives metallated at the α-vinyl or 2-pyrrole position. In the presence of 7–10 mol% diisopropylamine the α-vinyl-lithiated compound is ...