| Exploring the green synthetic methods has been a focus of organic synthetic chemistry due to its great significance in organic synthesis. Our group put forward to the concept of Group-Assisted Purificatbn chemistry (GAP Chemistry), which has been very well applicated in a number of reactions. Heterocyclic compounds play a very important role in organic chemistry for its good efficacy and biological activity. Thiazole derivatives are one of important compounds in heterocyclic chemistry, so exploring green methods for thiazole derivative is very important significance. In this paper, we studied the asymmetric addition between benzothiazole and N-Sulfinyl GAP reagent and cobalt-catalyzed decarboxylative 2-benzoylation of oxazoles and thiazoles with α-oxocarboxylic acids. In the second chapter, we studied sulfinylimines chemistry, and it was a new spot in GAP chemistry. The asymmetric addition reaction was carried out in anhydrous toluene when benzothiazole was used as the nucleophilic reagent, and LiHMDS as the base. The reaction is applicable to all types of imides and the all substrates have a good functional group tolerance. All pure desired products and the high dr value can be obtained through GAP method. In Chapter 3, we studied the decarboxylation coupling reaction between thiazole and 2-oxo-2-phenylacetic acid by using Co(ClO4)2·6H2O as catalyst, Ag2CO3 as the oxidant and 3-F-C6H4CF3 as solvent at 170℃. The cobalt salt was first time in decarboxylation coupling catalyst and all types of substrates containing substituent oxazole (thiazole) have exhibited good reactivity. The reaction system produces carbon dioxide, which is a green method for oxazole acylation. |
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