TAILIEUCHUNG - Analyzing 13C-NMR spectra of several polysubstituted quinolines

The NMR spectra of 15 novel quinolines containing 11 - 34 carbon atoms and bearing substituents such as hydroxyl, sunfo, chloro, bromo, amino, azo and carboxymetoxy groups were recorded in DMSO at 298 - 300 K. For seven quinolines, the 13C-NMR signals were assigned on the basis of an analyzation of the cross peaks in the HSQC and HMBC spectra. | JOURNAL OF SCIENCE OF HNUE Chemical and Biological Sci. 2012 Vol. 57 No. 8 pp. 3-8 This paper is available online at http ANALYZING 13 C-NMR SPECTRA OF SEVERAL POLYSUBSTITUTED QUINOLINES Nguyen Huu Dinh1 Le Van Co2 and Hoang Thi Tuyet Lan3 1 Faculty of Chemistry Hanoi National University of Education 2 Faculty of Chemistry Tay Nguyen University 3 University of Transportation Hanoi Abstract. The NMR spectra of 15 novel quinolines containing 11 - 34 carbon atoms and bearing substituents such as hydroxyl sunfo chloro bromo amino azo and carboxymetoxy groups were recorded in DMSO at 298 - 300 K. For seven quinolines the 13 C-NMR signals were assigned on the basis of an analyzation of the cross peaks in the HSQC and HMBC spectra. For the others the assignation of 13 C-NMR signals was accomplished using chemical shifts of analogous compounds. The received data well agree with the predicted structure of the examined quinolines. Keywords Quinolines skeleton 13 C-NMR spectra HSQC HMBC. 1. Introduction The quinoline skeleton has been used as the basis for the design of many synthetic antimalarial 1 antibacterial antifungal 2 3 anti-tuberculosis 4 5 and anticancer 6 compounds. Almost all these compound are polysubstituted quinolines which have been synthesized from industrial petrochemical products. Some time ago we had focused our attention on several main components of vegetable essential oils that owing to their structure could act as a good substrate in the preparation of heterocyclic compounds. For example some furoxans were prepared from safrole in sassafras oil 7 and thiazolidinones and indoles were synthesized from anethole in star anise oil 8 . Recently 9 we found a new method of quinoline cyclization using eugenol the main constituent of Ocimum sanctum L. oil a cheap natural source for the commercial extraction of eugenol . This method allows synthesis of a series of novel polysubstituted quinolines. Herein we report the results of 13 C-NMR spectra

• Hoá học
• Quinolines skeleton
• Chemical and biological
• The 13C NMR signals
• The quinoline skeleton
• Synthetic antimalarial
• Industrial petrochemical products