Tetrahedron

Parameters for bromination of pyrroles in bromoperoxidase-catalyzed oxidations

D Wischang, J Hartung

Index: Wischang, Diana; Hartung, Jens Tetrahedron, 2011 , vol. 67, # 22 p. 4048 - 4054

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Citation Number: 18

Abstract

Abstract Ester-, cyano-, and carboxamide-substituted 1H-pyrroles undergo electrophilic aromatic bromination, if treated with hydrogen peroxide and sodium bromide at pH 6.2 and 20 C. Oxidation of bromide under such conditions is catalyzed by a vanadate (V)-dependent bromoperoxidase, in a substrate/enzyme ratio of 32–63 μmol%. To obtain maximum yields of bromopyrroles (up to 91%) by spending least amount of substrates and catalyst, ...