Bulletin of the Chemical Society of Japan

Pyridoxal Model Compounds. I. The Regioselective Formylation of Methoxy-substituted Aromatic Compounds

M Iwata, S Emoto

Index: Iwata,M.; Emoto,S. Bulletin of the Chemical Society of Japan, 1974 , vol. 47, p. 1687 - 1692

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Citation Number: 14

Abstract

9-Substituted 2-methoxyanthracenes (IVa–d) and-triptycenes (Va, b), and 3-substituted anisoles (VIa, b) were formylated by the use of the Vilsmeier-Haack method (Method A) and the metallation method using n-butyllithium (Method B). By the Method A, IVa–c, Vs', and VIs' were regioselectively formylated at C-1, C-3, and C-6 respectively, without exception, while by the Method B IVa–c, Va, VIa, and VIb were regioselectively formylated at C-3, C-3, C-2, ...