A synthesis of polycyclic aromatic compounds by the calcium acetate-induced aromatization of polyoxoalkanedioates generated from diesters and acetoacetate …

M Yamaguchi, K Hasebe, H Higashi…

Index: Yamaguchi, Masahiko; Hasebe, Koichi; Higashi, Hirofumi; Uchida, Minoru; Irie, Akemi; Minami, Toru Journal of Organic Chemistry, 1990 , vol. 55, # 5 p. 1611 - 1623

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Citation Number: 37

Abstract

The dual-Claisen condensation of diesters with acetoacetate dianion generated tetraoxoalkanedioates, whose aromatization by Ca (OAc) 2-promoted intramolecular condensation constructed two carbocyclic rings containing phenol part. The reactions converted glutarates to bicyclic phenols and homophthalates to l, 9-dihydroxyanthracenes. The latters were air-oxidized to anthraquinones in the presence of K2C03. The ...