A highly efficient and atom-economical construction of 2-substituted 5-hydroxybenzofurans was accomplished by employing a platinum-catalyzed domino dienone-phenol rearrangement/5-endo-dig cyclization reaction of quinols bearing alkynes.
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http://dx.doi.org/10.1021/jo901937u | DOI Listing |
Acc Chem Res
December 2018
Laboratory of Catalysis and Organic Synthesis , Ecole Polytechnique Fédérale de Lausanne , EPFL SB ISIC LCSO, BCH 4306, 1015 Lausanne , Switzerland.
The efficient synthesis of organic compounds is an important field of research, which sets the basis for numerous applications in medicine or materials science. Based on the polarity induced by functional groups, logical bond disconnections can be deduced for the elaboration of organic compounds. Nevertheless, this classical approach makes synthesis rigid, as not all bond disconnections are possible.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
April 2015
Laboratory of Catalysis and Organic Synthesis, Ecole Polytechnique Fédérale de Lausanne, EPFL SB ISIC LCSO, BCH 4306, 1015 Lausanne (Switzerland) http://lcso.epfl.ch/
Indoles are omnipresent in natural products, bioactive molecules, and organic materials. Consequently, their synthesis or functionalization are important fields of research in organic chemistry. Most works focus on installation or modification of the pyrrole ring.
View Article and Find Full Text PDFJ Org Chem
November 2009
Medicinal Chemistry Research Center, Korea Research Institute of Chemical Technology, Daejeon 305-600, Republic of Korea.
A highly efficient and atom-economical construction of 2-substituted 5-hydroxybenzofurans was accomplished by employing a platinum-catalyzed domino dienone-phenol rearrangement/5-endo-dig cyclization reaction of quinols bearing alkynes.
View Article and Find Full Text PDFChem Commun (Camb)
June 2006
Fakultät für Chemie, Ruhr-Universität Bochum, Universitätsstrasse 150, D-44780 Bochum, Germany.
A platinum-catalyzed domino process with intermediate benzopyrylium cations reaches its optimum utility in the formation of 7- and 8-membered rings. With iron(III) chloride, a tetracyclic product is isolated, derived from an oxidative transformation of a metal-carbene intermediate.
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