Synthesis of 2-(substituted methyl) quinolin-8-ols and their complexation with Sn (II)

C Kitamura, N Maeda, N Kamada, M Ouchi…

Index: Kitamura, Chitoshi; Maeda, Naoyuki; Kamada, Noboru; Ouchi, Mikio; Yoneda, Akio Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 5 p. 781 - 785

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Citation Number: 22

Abstract

A new method for the synthesis of 2-(substituted methyl) quinolin-8-ol is described. 2-Methyl- 8-methoxyquinoline 3 was prepared as a key building block; lithiation of 3 with LDA and subsequent addition of alkyl halides followed by reaction in 48% HBr afforded the 2- alkylquinolin-8-ols 6a, b. On the other hand, the use of alkanediyl dihalides as the electrophile gave bis (quinolin-8-ol) derivatives containing an alkyl bridge 12. The ...