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Wiley, European Journal of Organic Chemistry, 31(2012), p. 6291-6292, 2012

DOI: 10.1002/ejoc.201200822

Wiley, European Journal of Organic Chemistry, 1(2012), p. 99-106, 2011

DOI: 10.1002/ejoc.201101297

Wiley-VCH Verlag, ChemInform, 24(43), p. no-no, 2012

DOI: 10.1002/chin.201224101

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Synthesis of Tetrahydrodibenzofuran and Tetrahydrophenanthridinone Skeletons by Intramolecular Nucleopalladation/Oxidative Heck Cascades

Journal article published in 2011 by Claudio Martínez ORCID, José M. Aurrecoechea, Youssef Madich, J. Gabriel Denis, Rosana Álvarez, Angel R. de Lera, Rosana Alvarez
This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

Functionalized alkylidene-1,2,3,4-tetrahydrodibenzo[b,d]furans and -phenanthridin-6(5H)-ones have been synthesized regio- and stereoselectively from either o-iodophenols or -benzamides and alkynes by consecutive Pd-catalyzed Sonogashira coupling and nucleophilic addition/oxidative Heck-type coupling cascade reactions. In the case of iodobenzamide substrates, the whole sequence can be conveniently carried out without the isolation of intermediates. Maleic anhydride has been found to be useful as an additive in the Heck coupling step.