Multibromo-N-alkylcarbazoles: synthesis, characterization, and their benzo [b] thiophene derivatives

S Pansay, N Prachumrak, S Jungsuttiwong, T Keawin…

Index: Pansay, Sukrawee; Prachumrak, Narid; Jungsuttiwong, Siriporn; Keawin, Tinnagon; Sudyoadsuk, Taweesak; Promarak, Vinich Tetrahedron Letters, 2012 , vol. 53, # 34 p. 4568 - 4572

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Citation Number: 11

Abstract

We present an efficient method for the selective bromination of N-alkylcarbazoles using N- bromosuccinimide (NBS) in THF. Four brominated N-alkylcarbazoles including 3-bromo-, 3, 6-dibromo-, 1, 3, 6-tribromo-and 1, 3, 6, 8-tetrabromo-carbazoles were prepared and identified by 1H NMR spectroscopy. Subsequent cross-coupling of these carbazoles with benzo [b] thien-2-ylboronic acid gave the corresponding benzo [b] thien-2-yl ...