Letters in Organic Chemistry

Author(s): Erika Balint, Orsolya Kovacs, Laszlo Drahos and Gyorgy Keglevich

DOI: 10.2174/1570178611310050005

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Microwave-Assisted Solid-Liquid Phase Alkylation of Naphthols

Page: [330 - 336] Pages: 7

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Abstract

The microwave promoted alkylation of 1- and 2-naphthols with benzyl, butyl, ethyl and isopropyl halides in the presence of an alkali carbonate may result in O- and C-alkylated products. The alkylations were O-selective in the presence of K2CO3 in acetonitrile as the solvent and in the absence of phase transfer catalyst. The alkylations utilizing butyl and ethyl halides were also O-selective in solventless accomplishment and in the presence of triethylbenzylammonium chloride.

Keywords: O-alkylation, C-alkylation, microwave, phase transfer catalyst.