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Author: 陳竑聿
Chen, Hung-Yu
Thesis Title: 以銅(I)金屬試劑催化級聯環化反應合成5,13-二氫- 11H-喹唑啉基[2,3-b]喹唑啉-11-酮及其衍生物
Synthesis of 5,13-Dihydro-11H-quinazalino[2,3-b]quinazolin-11-one and derivatives via Copper(I) Catalyzed Tandem Cyclizations
Advisor: 姚清發
Yao, Ching-Fa
Committee: 林文偉 柳如宗
Approval Date: 2021/07/25
Degree: 碩士
Master
Department: 化學系
Department of Chemistry
Thesis Publication Year: 2021
Academic Year: 109
Language: 英文
Number of pages: 77
Keywords (in Chinese): 銅試劑 、金屬催化 、環化反應 、級聯反應
Keywords (in English): copper reagent, metal catalyzed, cyclization, tandem reaction
Research Methods: 實驗設計法
DOI URL: http://doi.org/10.6345/NTNU202101185
Thesis Type: Academic thesis/ dissertation
Reference times: Clicks: 145  Downloads: 0 
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    • 本篇論文闡述如何利用銅金屬試劑催化合成5,13-二氫-11H-喹唑啉基[2,3-b]喹唑啉-11-酮及其衍生物。內容主要可分為兩個部分，第一部分包含與銅金屬試劑催化相關的級聯環化反應之文獻回顧與研究動機。
    第二部分描述以2-碘-N-(2-碘芐基)苯甲醯胺與氰胺在銅試劑的催化下合成5,13-二氫-11H-喹唑啉基[2,3-b]喹唑啉-11-酮及其衍生物的方法學發展。其廣泛的取代基篩選範圍與良好的產率表現都是此方法所具有的重要特點。

    This thesis describes the synthesis of 5,13-dihydro-11H-quinazalino[2,3-b]quinazolin-11-one and derivatives via copper reagent catalyst. The contents of thesis are mainly divided into two parts. The first part includes the review of literatures about copper catalyst tandem cyclization reaction and motivation of research.
    The second part deals with the methodology for accessing 5,13-dihydro-11H-quinazalino[2,3-b]quinazolin-11-one and derivatives from the reaction of 2-iodo-N-(2-iodobenzyl)benzamide and cyanamide in the presence of copper catalyst. The broad substrate scope and good yields are important feature of this methodology.

    中文摘要 I ABSTRACT II 1. INTRODUCTION 1 1.1. REVIEW OF LITERATURE ABOUT TANDEM REACTION 1 1.2. REVIEW OF LITERATURE ABOUT SYNTHESIS OF QUINAZOLINONE DERIVATIVES 5 2. MOTIVATION OF RESEARCH 9 3. RESULT AND DISCUSSION 10 3.1. OPTIMIZATION OF REACTION CONDITIONS 10 3.2. SUBSTRATE SCOPE 17 3.3. GRAM TEST 20 3.4. MECHANISM 21 4. CONCLUSION 22 5. EXPERIMENTAL METHODS 23 5.1. GENERAL INFORMATION 23 5.2. PREPARATION OF STARTING MATERIALS 24 5.3. PREPARATION OF PRODUCTS 27 REFERENCE 28 SPECTRAL DATA OF PRODUCTS 30 1H AND 13C NMR SPECTRAL COPIES 35

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