Article
Functionalized Benzofurans via Microwave-Promoted Tandem Claisen-Rearrangement/5-endo-dig Cyclization
Christiane Schultze,
Bernd Schmidt,
Christiane Schultze
Universitaet Potsdam, Institut fuer Chemie, Karl-Liebknecht-Straße 24-25, Potsdam-Golm, D-14476 Germany
Search for more papers by this authorCorresponding Author
Bernd Schmidt
Universitaet Potsdam, Institut fuer Chemie, Karl-Liebknecht-Straße 24-25, Potsdam-Golm, D-14476 Germany
E-mail: [email protected]Search for more papers by this authorChristiane Schultze,
Bernd Schmidt,
Christiane Schultze
Universitaet Potsdam, Institut fuer Chemie, Karl-Liebknecht-Straße 24-25, Potsdam-Golm, D-14476 Germany
Search for more papers by this authorCorresponding Author
Bernd Schmidt
Universitaet Potsdam, Institut fuer Chemie, Karl-Liebknecht-Straße 24-25, Potsdam-Golm, D-14476 Germany
E-mail: [email protected]Search for more papers by this authorAbstract
Ortho-allyloxy alkinyl benzenes undergo, upon microwave irradiation in dimethylformamide, a tandem sequence of Claisen-rearrangement and 5-endo-dig cyclization to furnish 7-allyl-substituted benzofurans. With terminal alkynes, chroman-4-ones and enaminoketones become the main products. A mechanistic proposal for this observation relies on a reaction of the starting material with the solvent dimethylformamide under the microwave conditions.
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