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An expedient one-pot synthesis of novel 10-substituted 9-aminophenanthrenes
Authors:Christophe Rochais  Sylvain Rault
Affiliation:Centre d’Etudes et de Recherche sur le Médicament de Normandie (UPRES EA 4258—FR CNRS 3038 INC3M), UFR des Sciences Pharmaceutiques, Université de Caen Basse-Normandie, Boulevard Becquerel, 14032 Caen cedex, France
Abstract:An efficient synthesis of 9,10-disubstituted phenanthrenes is described in this Letter. These novel useful building blocks were obtained in a one-pot reaction including Suzuki-Miyaura cross-coupling followed by a Dieckmann-Thorpe ring closure under microwave irradiation. The selection of the appropriate reagents and the optimal reaction conditions to isolate the intermediate biphenyl compound or the final substituted phenanthrenes in high yields will be discussed in this Letter.
Keywords:Phenanthrene   Suzuki-Miyaura cross-coupling   Ring closure   Dieckmann-Thorpe   Fused ring system
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