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Research On Theapplication Of Betti Base Derived Tetradentate Ligand In N-Arylation And Research On The Synthesis Of Carbazolones

Posted on:2011-11-07Degree:MasterType:Thesis
Country:ChinaCandidate:B J WengFull Text:PDF
GTID:2284330338477878Subject:Medicinal chemistry
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This dissertation consists of two parts: (a) application of Betti base derived tetradentate ligand in N-arylation of imidazoles; (b) research on different methods for the synthesis of carbazolones.In the first chapter, the development of Betti base and its derivatives and their applicatons in chemical transformation especially in asymmetry reaction were introduced. We have designed and synthesized a Betti base derived tetradentate ligand which was similar to Salen in structure and its application in N-arylation of imidazoles has been investigated briefly, which probably opens a new field of application of betti base.In the second chapter, an improved method for the synthesis of carbazolones from available arylamines and 1,3-cyclodiketones has been developed. Preparation of N-arylenaminones described herein took advantages of using nontoxic inorganic salts KHSO4 and MgSO4 as catalysts, convenient manipulation and satisfying yields with high purity. Synthesis of carbazolones via intramolecular oxidative cyclization catalyzed by palladium acetate and copper acetate under oxygen atmosphere in ethanol was environmentally friendly and effective.The last chapter, we have developed an efficient way for the synthesis of 3-(diarylamino)-2-iodocyclohex-2-enone derivatives, employing available nontoxic oxidants phenyliodine(III) diacetate at room-temperature. What’s more, an interesting chemoselectivity greatly influenced by solvents during the reaction between N-arylenamine ketone and phenyliodine(III) diacetate) were found, which supplied another way for preparation of some N-aryl carbazolones.
Keywords/Search Tags:Betti base, imidazoles, carbazolone, Pd(OAc)2, C-H activation, phenyliodine(III) diacetate
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