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Paper | Regular issue | Vol 85, No. 3, 2012, pp.627-637
Published online, 14th February, 2012
DOI: 10.3987/COM-11-12416
New Route to Novel Polysubstituted Quinolines Starting with Eugenol, the Main Constituent Ocimum sanctum L. Oil

Nguyen Huu Dinh,* LeVan Co, Nguyen Manh Tuan, Le Thi Hong Hai, and Luc Van Meervelt

*Department of Chemistry, Hanoi National University of Education, 136 Xuanthuy Hanoi, Vietnam

Abstract

An efficient and simple method has been reported for the synthesis of (6-hydroxy-3-sulfoquinolin-7-yloxy)acetic acid (Q1) starting with eugenol, the main constituent of Ocimum sanctum L. oil. The reaction pathway from a quinone-aci compound to the quinoline compound Q1 was proposed on the basis of 1H NMR method. Q1 was used as a key compound for further transformation to 9 novel polysubstituted quinolines. The structure of the synthesized compounds was characterized by spectroscopic methods.