4.4 Article

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

Journal

TETRAHEDRON LETTERS
Volume 44, Issue 3, Pages 427-430

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(02)02615-1

Keywords

Suzuki coupling; pyrroles; dehalogenation; protecting group

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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. (C) 2002 Elsevier Science Ltd. All rights reserved.

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