4.5 Article

Regiocontrolled gold(I)-catalyzed cyclization reactions of N-(3-iodoprop-2-ynyl)-N-tosylanilines

Journal

JOURNAL OF ORGANOMETALLIC CHEMISTRY
Volume 696, Issue 1, Pages 12-15

Publisher

ELSEVIER SCIENCE SA
DOI: 10.1016/j.jorganchem.2010.09.014

Keywords

Gold catalyst; Cyclization; Dihydroquinolines; Ligand effect

Funding

  1. MICINN/FEDER [CTQ-2007-61048]
  2. Principado de Asturias [IB 08-088]
  3. Ministerio de Educacion
  4. European Union

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The gold(I)-catalyzed cyclization reactions of N-(3-Iodoprop-2-ynyl)-N-tosylaniline derivatives afford iodinated 1,2-dihydroquinoline derivatives. Two regioisomer products are obtained, one derived from direct cyclization and other involving concomitant 1,2-iodo migration. The ratio of these two products can be modulated by a proper ancillary ligand in the gold catalyst. (C) 2010 Elsevier B.V. All rights reserved.

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