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有機金屬鋅催化炔醯胺類與Chloramine-T進行氯胺化反應和有機金屬金催化兩分子炔醯胺類與烯類進行立體選擇性[2+2+2]環加成反應
Thesis

有機金屬鋅催化炔醯胺類與Chloramine-T進行氯胺化反應和有機金屬金催化兩分子炔醯胺類與烯類進行立體選擇性[2+2+2]環加成反應

陳佳杏
Masters, 國立清華大學, 化學系
2015

Abstract

鋅金屬催化 氯胺化反應 金金屬催化 [2+2+2]合環 Zinc catalyst Gold catalyst chloroamination cycloadditions
PART 1 The synthesis of (Z)-2,2-dichloro-N-methyl-N-(methyl-sulfonyl) -2-phenyl-N'-tosylacetimidamide, an efficient zinc catalyzed reaction enhancing the reactivity for the chloroamination of alkynes with Chloramine-T at room temperature, is described with moderate to good yields. The electron-deficient character of the azomethine group of polyhalogenaldimines promotes their interactions with numerous nucleophiles, which could be used for further reactions. PART 2 This part of the dissertation deals with the gold-catalyzed regiocontrolled [2+2+2]cycloadditions of two ynamides and vinyl ether constructing polysubstituted benzene derivatives. The utility of this new cycloaddition is manifested in the excellent regioselectivity with a wide range of scope of applicable ynamides as well as vinyl ether. And there are few examples using alkene for [2+2+2]cyclization reactions.

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