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■ A Novel Dimerization of 1-Hydroxyindoles

Masakazu Hasegawa, Mutsuko Tabata, Keiichi Satoh, Fumio Yamada, and Masanori Somei

*Faculty of Pharmaceutical Scicences, Kanazawa University, 13-1 Takara-machi, Kanazawa 920-0934, Japan

Abstract

1-Hydroxyindoles are sensitive to acids and undergo four types of competing reactions; dehydroxylation, nucleophillic substitution, dimerization, and formation od hexacyclic dimer. The direction of the reaction seems to be determined depending on the subtle balance of substrate structures, acids, and reaction conditions. Structures of variety of products are unequivocally determined by X-ray single crystallographic analyses and chemical correlations.