Tetrahedron letters

An unusual dehalogenation in the Suzuki coupling of 4-bromopyrrole-2-carboxylates

ST Handy, H Bregman, J Lewis, X Zhang, Y Zhang

Index: Handy, Scott T.; Bregman, Howard; Lewis, Jennifer; Zhang, Xiaolei; Zhang, Yanan Tetrahedron Letters, 2003 , vol. 44, # 3 p. 427 - 430

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Citation Number: 60

Abstract

An unusual dehalogenation of 4-bromopyrrole-2-carboxylates under Suzuki coupling conditions has been observed. This dehalogenation can be suppressed by protection of the pyrrole nitrogen. Using a BOC protecting group, not only is dehalogenation suppressed, but the protecting group is also removed under the reaction conditions.