Novel synthesis of α-arylnaphthalenes from diphenylacetaldehydes and 1, 1-diphenylacetones

B Kozik, J Wilamowski, M Góra, JJ Sepioł

Index: Kozik, Bartlomiej; Wilamowski, Jaroslaw; Gora, Maciej; Sepiol, Janusz J. Tetrahedron Letters, 2006 , vol. 47, # 20 p. 3435 - 3438

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Citation Number: 6

Abstract

A two-step synthesis of 1-amino-4-arylnaphthalene-2-carbonitriles from diphenylacetaldehydes and 1, 1-diphenylacetones involves condensation of the carbonyl compounds with malonodinitrile and cyclization of the aryl-ylidenemalonodinitriles obtained in concentrated sulfuric acid. The benzannulation reaction is accompanied with a quasi- aromatic rearrangement. Some of synthesized aminonitriles reveal considerable ...