Y. Kosugi, Y. Imaoka, F. Gotoh, M. A. Rahim, Y. Matsui and K. Sakanishi, “Carboxylations of Alkali Metal Phenoxides with Carbon Dioxide,” Organic & Biomolecular Chemistry, Vol. 1, No. 5, 2003, pp. 817-821. doi:10.1039/b210793g

has been cited by the following article:

• TITLE: Regioselective Direct Carboxylation of 2-Naphthol with Supercritical CO2 in the Presence of K2CO3

  AUTHORS: Shigeki Furukawa, Kensuke Otokawa, Osamu Sasaki, Ken Nakayasu, Tatsuaki Yamaguchi

  KEYWORDS: Supercritical CO2; CO2 Utilization; Kolbe-Schmitt Reaction; Carboxylation; 2-Naphthol; Potassium Carbonate; 2-Hydroxynaphthalene-6-carboxylic Acid; DFT Calculation

  JOURNAL NAME: International Journal of Organic Chemistry, Vol.3 No.3, September 24, 2013

  ABSTRACT: A direct regioselective preparation of 2-hydroxynaphthalene-6-carboxylic acid, a useful industrial intermediate of aro-matic polyester from 2-naphthol was conducted by use of excess amount of K2CO3 (10-fold molar to 2-naphthol) under supercritical CO2 at 10 MPa and 473 K. The obtained yield under this condition was ca. 20 mol% to 2-naphthol. The further investigations may provide an alternative process to the conventional Kolbe-Schmitt reaction, because of no use of strong alkali and recoverability of K2CO3. Theoretical explanation about the regioselectivity was achieved by means of DFT calculations.