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Thesis (MS)--Montana State University--Bozeman, 2009. / Typescript. Chairperson, Graduate Committee: Robin Gerlach. Includes bibliographical references (leaves 146-152).

Thesis (M.S.)--Oregon State University, 2010. / Printout. Includes bibliographical references (leaves 45-52). Also available on the World Wide Web.

In Chapter I some of the chemical, biological and physical properties of purine analogues, particularly benzimidazole N-oxides, are briefly discussed. In Chapter II, the preparations of 4-, 5-, 6-, and 7-amino-1H-benzimidazole 3-oxides are described. The methods employed involve base-induced cyclisation of suitably protected aminonitrophenyl glycine derivatives (esters or nitriles) followed by hydrolysis of the ester or nitrile and decarboxylation. In Chapter III, attempts are made to prepare imidazopyridine N-oxides, an area of N-oxide chemistry little explored. Although few derivatives of this class of compound are synthesised, the preparation of the parent 3H-imidazo[4 ,5-b]pyridine 1-oxide is accomplished. In Chapter IV, the possibility of preparing 1-methylbenzimidazole 3-oxides by the methods used in Chapters II and III is investigated, but unexpected results are obtained e.g. cyclisation of O-nitropheny1-sarcosine esters gives 1-hydroxy-4-methylquinoxaline-2, 3-diones. These reactions have instigated an investigation into the general mechanism for the base-induced cyclisations discussed in this thesis.

Thesis (Ph. D.)--Oregon State University, 2007. / Printout. Includes bibliographical references. Also available on the World Wide Web.

Thesis (Ph. D.)--Rutgers University, 2010. / "Graduate Program in Environmental Sciences." Includes bibliographical references.

Specially prepared 2-arylquinolin-4(1H)-ones and their 2-aryl-1-methyl-4-quinolone derivatives were converted in high yield and purity to the corresponding C-3 brominated products using pyridinium tribromide in acetic acid at room temperature. The 2-arylquinolin-4(1H)-ones were reacted with iodine and Na2CO3 mixture in THF at room temperature to produce the 3-iodo-2-arylquinolin-4(1H)-one derivatives. The latter were, in turn, N-methylated using NaH-MeI mixture in dry THF to afford the corresponding 2-aryl-3-iodo-1-methyl-4-quinolone derivatives. The 3-iodo-2-arylquinolin-4(1H)-one and 2-aryl-3-iodo-1-methyl-4-quinolones were converted to 2,3-diarylquinolin-4(1H)-one and 2,3-diaryl-1-methyl-4-quinolones following Suzuki cross-coupling reaction method, respectively. The 2-aryl-3-bromoquinolin-4(1H)-ones, on the other hand, were converted to 2-aryl-3-bromo-4-chloroquinoline derivatives using phosphorus oxychloride under reflux. The 2-aryl-3-bromo-4-chloroquinoline were then transformed to the corresponding 2-aryl-3-bromo-4-N-(4'-chloroaryl)-4-aminoquinolines derivatives using 4-chloroaniline in ethanol under reflux. The products synthesized in this investigation were characterised using a combination of 1H NMR, 13C NMR, IR and mass spectroscopic techniques. / Chemistry / Chemistry / MSC (CHEMISTRY) / MSC (Chemistry)

Thesis, (Ph. D.)--Oregon Graduate Institute of Science and Technology, 1998.

Specially prepared 2-arylquinolin-4(1H)-ones and their 2-aryl-1-methyl-4-quinolone derivatives were converted in high yield and purity to the corresponding C-3 brominated products using pyridinium tribromide in acetic acid at room temperature. The 2-arylquinolin-4(1H)-ones were reacted with iodine and Na2CO3 mixture in THF at room temperature to produce the 3-iodo-2-arylquinolin-4(1H)-one derivatives. The latter were, in turn, N-methylated using NaH-MeI mixture in dry THF to afford the corresponding 2-aryl-3-iodo-1-methyl-4-quinolone derivatives. The 3-iodo-2-arylquinolin-4(1H)-one and 2-aryl-3-iodo-1-methyl-4-quinolones were converted to 2,3-diarylquinolin-4(1H)-one and 2,3-diaryl-1-methyl-4-quinolones following Suzuki cross-coupling reaction method, respectively. The 2-aryl-3-bromoquinolin-4(1H)-ones, on the other hand, were converted to 2-aryl-3-bromo-4-chloroquinoline derivatives using phosphorus oxychloride under reflux. The 2-aryl-3-bromo-4-chloroquinoline were then transformed to the corresponding 2-aryl-3-bromo-4-N-(4'-chloroaryl)-4-aminoquinolines derivatives using 4-chloroaniline in ethanol under reflux. The products synthesized in this investigation were characterised using a combination of 1H NMR, 13C NMR, IR and mass spectroscopic techniques. / Chemistry / Chemistry / MSC (CHEMISTRY) / MSC (Chemistry)

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