4.4 Article

Sonogashira reaction on pyridinium N-heteroarylaminides

Journal

TETRAHEDRON LETTERS
Volume 52, Issue 15, Pages 1738-1741

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2011.01.121

Keywords

Pyridinium N-aminides; Sonogashira; Microwaves; DABCO

Funding

  1. Comision Interministerial de Ciencia y Tecnologia [CTQ2008-05027/BQU208902]
  2. Instituto de Salud Carlos III [RD06/0016/0016]
  3. Universidad de Alcala (UAH)

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The reactivity of N-(5-iodopyridin-2-yl)aminide in a copper-free Sonogashira cross-coupling process is reported. The reaction proceeds on using PdCl2(PPh3)(2) and DABCO as the base under microwave irradiation in acetonitrile or water as solvents. The process can also be carried out by traditional heating in acetonitrile on using Pd(AcO)(2)/DABCO with Cs2CO3. (C) 2011 Elsevier Ltd. All rights reserved.

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