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Wiley, Angewandte Chemie International Edition, 44(52), p. 11642-11646, 2013

DOI: 10.1002/anie.201306786

Wiley, Angewandte Chemie, 44(125), p. 11856-11860, 2013

DOI: 10.1002/ange.201306786

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Isothiourea-Mediated One-Pot Synthesis of Functionalized Pyridines**

Journal article published in 2013 by Daniel G. Stark, Louis C. Morrill, Pei Yeh, Alexandra M. Z. Slawin ORCID, Timothy J. C. O'Riordan, Andrew D. Smith
This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

Acids to bases: The synthesis of 2,4,6-trisubstituted pyridines from (phenylthio)acetic acid and a range of α,β-unsaturated ketimines is reported. This process proceeds by intermolecular Michael addition/ lactamization, thiophenol elimination, and N- to O-sulfonyl migration, giving 2-sulfonate-substituted pyridines which are readily derivatized to generate structural diversity. © 2013 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.