Synthetic Studies on Anthracyclinones. IX. Lithiation of N, N-Dimethylnaphthalenemethylamines and a New Synthetic Pathway to 2, 3-Naphthalides

ZENI HORII, Y MATSUMOTO, T MOMOSE

Index: Horii,Z.-I. et al. Chemical and Pharmaceutical Bulletin, 1971 , vol. 19, p. 1245 - 1256

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Citation Number: 10

Abstract

Lithiation of ring-methoxylated N, N-dimethylnaphthalenemethylamines was investigated. The lithiation of 4-methoxy-2-naphthalenemethylamine types (XV and XVII) resulted in a setective lithiation on position 3, teading to an efficient method of β, β'-bis-carbon- substitution on the naphthalene or anthracene ring system. As an application, new syntheses of 1-oxygenated 2, 3-naphthalides (XXXII, XXXIII, XXXV, and XXXVI) or 5- ...