A long term research program into the chemistry of quinoxalines has been instituted at Brigham Young University. The literature of quinoxaline chemistry was reviewed and assembled in one paper. Methods of preparation of 2,3-dimethyl- and 2- methylquinoxaline were studied and improved. The bromination of 2,3-dimethylquinoxaline using N-bromosuccinimide was accomplished and an anil addition using quinoxaline and phenyllithium was achieved. Efforts to prepare vinylquinoxalines were unsuccessful. In order to pursue an investigation into the numerous reactions of the 1,4 addition type, a method of preparations of vinyl-quinoxalines must be achieved. In the present investigation, various methods of synthesis of vinyl- and propenylquinoxalines were attempted. Several new products were prepared in the course of the investigation as well as products only recently reported in the literature. Evidence was obtained that the preparation of 2-vinylquinoxaline may be achieved.
College and Department
Chemistry and Biochemistry
BYU ScholarsArchive Citation
Hamilton, Chester E., "Further studies of the reactions of quinoxaline, 2-methyl-, and 2,3-dimethylquinoxaline" (1950). Theses and Dissertations. 8221.