藉由高價碘催化合成噁唑啉和噁唑

Hypervalent Iodine(III) Reagent Promoted Oxidative Cyclization of Propargyl Amides: Facile synthesis of 2,5- Disubstituted Oxazolines and Oxazoles

林世昌(Shih-Chen Lin)

指導教授 ： 王志鉦

高雄醫學大學/生命科學院/醫藥暨應用化學研究所/碩士(2014年)

摘要

由於在化學和生物學中雜環化合物分子被廣泛使用，所以在化合物中被認為是重要的一類，特別是Oxaza雜環因為有廣泛的生物活性譜，引起我很大的興趣，因此，對於這些化合物開發新穎的合成方法是非常需要的。在這裡，我們已經研發出一種不使用金屬的方法，由末端和非末端的propargyl amides（45和47）經由高價碘(III)的催化來合成噁唑啉和噁唑。在不同官能基的化合物中使用這新穎的方法也得到不錯的產率，由於這樣的結果我們也推導出了一種可能的機制來合成噁唑啉（48）和噁唑（49）

關鍵字

噁唑啉噁唑

並列摘要

Heterocyclic molecules are important class of compounds because of their widespread use in chemistry and biology. In particular oxaza heterocycles have gained much interest due to their broad spectrum of biological activity. Therefore, development of novel synthetic methodology for these compounds is highly desired. In this work, we have developed a metal free approach to synthesize oxazolines and oxazoles from non-terminal and terminal propargyl amides (45 and 47) mediated by hypervalent iodine (III) reagents. This metal free oxidative cyclization worked well with various functionalities in good to excellent yield with broad functional group compatibility. A plausible mechanism was proposed for the formation of oxazolines (48) and oxazoles (49) based on the results obtained.

並列關鍵字

Oxazolines ； Oxazoles

參考文獻

七、參考文獻

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