4.4 Article

An expedient one-pot synthesis of novel 10-substituted 9-aminophenanthrenes

Journal

TETRAHEDRON LETTERS
Volume 50, Issue 41, Pages 5704-5708

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.07.124

Keywords

Phenanthrene; Suzuki-Miyaura cross-coupling; Ring closure; Dieckmann-Thorpe; Fused ring system

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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. (C) 2009 Elsevier Ltd. All rights reserved.

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