第一章 經由有效的鋅催化劑,將中端炔和Chloramine-T在室溫下進行氯胺化,在溫和的條件下,得到高產率的雙氯亞胺形式的產物((Z)-2,2-dichloro-N-methyl-N-(methylsulfonyl)-2-phenyl-N'-tosylacetimidamide),產物還具備的兩個缺電子基團,容易與其他不同的親核試劑進行下一步反應。 第二章 利用金金屬催化劑,催化兩個末端炔醯胺和烯類進行立體選擇性[2+2+2]-環加成反應,建構出多取代苯環的衍生物,這種新的環加成反應的效用適用在廣泛範圍的炔醯胺和乙烯基乙醚或2-甲氧基丙烯有優異的區域選擇性與表現,且目前較少例子是使用烯烴,來進行[2+2+2]合環反應。
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.