General synthesis of 8-aryl-2-tetralones

…, M González-López, A Latorre, A Urbano

Index: Carreno, M. Carmen; Gonzalez-Lopez, Marcos; Latorre, Alfonso; Urbano, Antonio Journal of Organic Chemistry, 2006 , vol. 71, # 13 p. 4956 - 4964

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Citation Number: 11

Abstract

Two alternative routes are described for the synthesis of 8-aryl-2-tetralones (1). Route A starts from α-tetralone 3 and involves 3 or 4 steps, with the selective Na-EtOH reduction of 1- aryl-7-methoxynaphthalenes 2 being the key step. The exclusive reduction of the A ring of naphthalenes 2 occurs when the aryl group at C-1 has no substituent at the ortho positions, affording tetrahydronaphthalenes 11. Reduction of the B ring of 2 becomes the major ...