Synthesis of Indole, Indoline, Benzofuran and Chroman Derivatives from Nitroalkenes

碩士 === 國立臺灣師範大學 === 化學系 === 103 === The contents of the thesis is divided into two chapters, each chapter individually including preface, research goal, result and discussion, and conclusion. Chapter I deals with the copper-catalyzed Ullmann reaction to synthesize 3-arylindoles, in which the precu...

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Bibliographic Details
Main Authors: Huang, Chia-Yu, 黃傢裕
Other Authors: Yao, Ching-Fa
Format: Others
Language:zh-TW
Published: 2015
Online Access:http://ndltd.ncl.edu.tw/handle/79382536634409889369
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Summary:碩士 === 國立臺灣師範大學 === 化學系 === 103 === The contents of the thesis is divided into two chapters, each chapter individually including preface, research goal, result and discussion, and conclusion. Chapter I deals with the copper-catalyzed Ullmann reaction to synthesize 3-arylindoles, in which the precursors are furnished by AlCl3-catalyzed Friedel-Crafts alkylation of beta-nitrostyrenes and arenes followed by reduction. Chapter II discuss about the applicability of beta-nitrostyrene derivatives for the synthesis of structurally three types of compounds. The chapter is divided into three parts, first part is about the synthesis of 2-benzylindoline from Ullmann coupling of amines, which are obtained by reduction of 2-bromo-arylsubstituted nitroalkenes. The second part is about synthesis of 2-benzylbenzofurans from nitroalkene derivatives derived from the reduction of 2-hydroxy-arylsubstituted nitroalkenes via Nef reaction. In the last part describes the synthesis of 2-arylchromans derivatives from 2-hydroxy-arylsubstituted nitroalkenes through base mediated intramolecular Michael addition.