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

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

Spencer, John, Baltus, Christine B., Press, Neil J., Harrington, Ross W. and Clegg, William (2011) Synthesis of a (piperazin-1-ylmethyl)biaryl library via microwave-mediated Suzuki-Miyaura cross-couplings. Tetrahedron Letters, 52 (31). pp. 3963-3968. ISSN 0040-4039 (online) (doi:10.1016/j.tetlet.2011.05.025)

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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.

Item Type: Article
Uncontrolled Keywords: Suzuki–Miyaura coupling, biaryl, piperazine, microwave
Subjects: R Medicine > R Medicine (General)
R Medicine > RM Therapeutics. Pharmacology
R Medicine > RS Pharmacy and materia medica
Faculty / Department / Research Group: Faculty of Engineering & Science > Department of Pharmaceutical, Chemical & Environmental Sciences
Related URLs:
Last Modified: 07 Dec 2016 14:42
URI: http://gala.gre.ac.uk/id/eprint/7478

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