| The transition metal-catalyzed functionalization of C-H bond, especially sp2C-H bond have been found widespread application in organic chemical field. Because it has provided new synthetic routes for pharmaceuticals, natural products, polymers and molecular materials. Besides, transition metal-catalyzed functionalization of sp2C-H bond needn’t prefunctionalize starting materials which embodied the characteristics of atom economy and step enconomy comparing to traditional methods.In addition, it could achieve regio-selective transformation similar to traditional cross coupling reactions by introducing directing group.2-Arylbenzo[d]thiazoles have exhibited remarkable biological activities, such as lowering blood pressure, relaxing mind and treating Parkinson disease. So it has important significance to construct a large amount of substitutional derivatives through the C-H functionalization of 2-arylbenzo[d]thiazoles.In chapter one, as the preparation of our research, we summarized the achievements of transition metal-catalyzed sp2 C-H amination and halogenation which consisted of two parts.In chapter two, Ru-catalyzed direct C-H amination of 2-arylbenzo[d]thiazoles with sulfonyl azides was developed. The reaction did not require any external oxidants or base, and released only N2 as a by-product, thus providing an environmentally benign amidation process. Besides of the convenient reaction operation, substrates showed a broad range of functional group tolerance and the amidation products were obtained in moderate to good yields in most cases.In chapter three, Rhodium-catalyzed ortho-selective C-H halogenation of2-arylbenzo[d]-thiazoles was presented. Ortho-Brominated and iodinated various2-arylbenzo[d]thiazoles could be accessed. More than 90% of desired product was obtained when only 1 mol% of Rh catalyst was used, which displayed the outstanding reaction effective of Rh catalyst. So it provided a practical method for constructing halogenated 2-arylbenzo[d]thiazoles. |
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