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Synthesis of a (piperazin-1-ylmethyl)biaryl library via microwave-mediated Suzuki-Miyaura cross-couplings

Lookup NU author(s): Dr Ross Harrington, Professor William Clegg

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Abstract

Boc-protected (piperazin-1-ylmethyl)biaryls have been synthesised from (Boc-piperazin-1-ylmethyl) phenylboronic acid pinacol esters via a microwave-mediated Suzuki-Miyaura coupling with aryl bromides viz. 1-bromo-, 2-, 3- or 4-nitrobenzene or 2-bromo-5-nitropyridine. Judicial removal of the protecting group on the piperazine, or facile reduction of the nitro group on the biaryl system enabled the manipulation of two points of functionality in order to diversify the scope of the resulting biaryl library. (C) 2011 Elsevier Ltd. All rights reserved.

Publication metadata

Author(s): Spencer J, Baltus CB, Press NJ, Harrington RW, Clegg W

Publication type: Article

Publication status: Published

Journal: Tetrahedron Letters

Year: 2011

Volume: 52

Issue: 31

Pages: 3963-3968

Print publication date: 20/05/2011

ISSN (print): 0040-4039

ISSN (electronic): 1873-3581

Publisher: Pergamon

URL: http://dx.doi.org/10.1016/j.tetlet.2011.05.025

DOI: 10.1016/j.tetlet.2011.05.025

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