期刊
TETRAHEDRON
卷 68, 期 5, 页码 1393-1400出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.12.042
关键词
C-C coupling; Copper; Cyclization; Domino reaction; Heterogeneous catalysis; Palladium
资金
- Spanish Ministerio de Ciencia y Tecnologia [CSD2007-00006, CTQ2007-65218/BQU, CTQ2011-24151]
- Generalitat Valenciana
- PROMETEO program
An impregnated copper on magnetite catalyst is a versatile system for different domino Sonogashira cyclization processes between 2-iodophenol and different alkynes to give the corresponding substituted benzo[b]furans. The catalyst could be recovered ten times without losing its activity. The related process using 2-iodoaniline was, however, better catalyzed by mixed palladium copper on magnetite giving exclusively, in this case, the products arising from the Sonogashira coupling. The cyclization to the corresponding substituted indoles could be easily and quantitatively performed by zinc bromide treatment. This catalyst avoids the use of any type of expensive and difficult to handle organic ligand, showing excellent yields, under mild reaction conditions. The catalyst is very easy to remove from the reaction medium, just by using a simple magnet. (C) 2011 Elsevier Ltd. All rights reserved.
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