Synlett 2003(13): 1993-1996  
DOI: 10.1055/s-2003-42036
LETTER
© Georg Thieme Verlag Stuttgart · New York

2-Bromo-N-(p-toluenesulfonyl)pyrrole: A Robust Derivative of 2-Bromopyrrole

Lea W. Knight, John W. Huffman*, Matthew L. Isherwood
H. L. Hunter Laboratory, Clemson University, Clemson, SC 29634-0973, USA
Fax: +1(864)6566613; e-Mail: huffman@clemson.edu;
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Publication History

Received 7 March 2003
Publication Date:
08 October 2003 (online)

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Abstract

2-Bromo-N-(p-toluenesulfonyl)pyrrole (2), a crystalline stable derivative of 2-bromopyrrole (1) has been prepared in 80% yield by bromination of pyrrole, followed by conversion to the N-(p-toluenesulfonyl) derivative. This compound is stable indefinitely at ambient temperature. Compound 2 is an excellent substrate for Suzuki coupling with arylboronic acids.