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Convergent, Regiospecific Synthesis of Quinolines from o-Aminophenylboronates

Joachim Horn, Stephen P. Marsden*, Adam Nelson*, David House and Gordon G. Weingarten

*School of Chemistry, University of Leeds, Leeds LS2 9JT, U.K., Email: s.p.marsdenleeds.ac.uk, a.s.nelsonleeds.ac.uk

J. Horn, S. P. Marsden, A. Nelson, D. House, G. G. Weingarten, Org. Lett., 2008, 10, 4117-4120.

DOI: 10.1021/ol8016726 (free Supporting Information)



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Abstract

A direct convergent two-component synthesis of quinolines from α,β-unsaturated ketones and o-aminophenylboronic acid derivatives is regiocomplementary to the traditional Skraup-Doebner-Von Miller synthesis and proceeds under basic rather than strongly acidic conditions.

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Key Words

Quinolines, Oxygen


ID: J54-Y2008-2660