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그린촉매를 이용한 산화반응 : 에스터, 싸이오에스터, 아마이드, 싸이오아마이드의 합성

Green Catalytic Oxidation : Synthesis of esters, thioesters, amides and thioamides

  • 발행기관 아주대학교
  • 지도교수 장혜영
  • 발행년도 2015
  • 학위수여년월 2015. 2
  • 학위명 석사
  • 학과 및 전공 일반대학원 에너지시스템학과
  • 실제URI http://www.dcollection.net/handler/ajou/000000019219
  • 본문언어 한국어
  • 저작권 아주대학교 논문은 저작권에 의해 보호받습니다.

초록/요약

The thioamides functional group has been commonly found its application in biochemistry like antithyroid drugs. It is also used in industrial application as vulcanization agents and grease additives. Previous reported methods for the synthesis of thioamides involved the use of excess amount of sulfur transfer agent which is desirable from the environmental point of view. Herein, we proposed a method for the synthesis of thioamides using a copper catalyzed aerobic oxidation of thiols. This protocol seems to be more step-economic and atomeconomic as it avoids the use of exogenous sulfur reagent.

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목차

Part Ⅰ. N-heterocyclic carbene catalyzed
oxidation :synthesis of esters, thioesters, and
amides
Abstract........................................................1
Introduction........................................................2
Result and Discussion
(1) Synthesis of esters, thioesters
1) Optimization......................................................6
2) Substrate scope..……………………..……………….8
3) Mechanism .............................................................12
4) Control experiment………………………………...13
(2) Synthesis of amides
1) Optimization...........................................................15
2) Substrate scope..……………………..………….........17
3) Mechanism…………………………………………….....21
Conclusion………………………………………2 2
Experimental Section………………………..23
References…………………………………..…4 9
Part Ⅱ. Cu-catalyzed aerobic oxidation :
synthesis of thioamides
Abstract.........................................……..............51
Introduction.........................................……..............52
Result and Discussion
1)Optimization......................................…………........54
2) Substrate scope..……………………..……………….57
3) Mechanism ……………………………………………...60
Conclusion…………………………………………………63
Experimental Section……………………………….64
References……………………………………………..…74

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