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Communication | Regular issue | Vol 51, No. 4, 1999, pp.727-731
Published online, 1st January, 1970
DOI: 10.3987/COM-98-8458
Synthesis of 5-Hydroxyoxaindan-2-ones and Indol-5-ols from 1,4-Cyclohexanedione

Yutaka Ozaki,* Zhe-Shan Quan, Kyouko Watabe, and Sang-Won Kim*

*Faculty of Pharmaceutical Sciences, Josai University, 1-1 Keyakidai, Sakado, Saitama 350-0295, Japana


1,4-Cyclohexanedione reacted with 2-oxocarboxylic acids to give 5-hydroxyoxaindan-2-ones including hornogentisic lactone in one pot. The obtained aromatic compounds were transformed into indol-5-ols in a few steps. The sequential reactions showed a significance of 1,4-cyclohexanedione as a starting material in aromatic synthesis and an alternative access to the indol-5-ols.