Synthesis of Furanone Derivatives via Umpolung by Organophosphanes

• Main Authors: Huang, Yu-Kai, 黃煜凱
• Other Authors: Lin, Wen-Wei
• Format: Others
• Language: zh-TW
• Published: 2017
• Online Access: http://ndltd.ncl.edu.tw/handle/ujbpg3

碩士 === 國立臺灣師範大學 === 化學系 === 105 === This thesis is divided into two parts: synthesis of furanone derivatives via umpolung by organophosphanes (part I) and investigation of phosphine-mediated direct β-acylation reactions: An efficient method for the synthesis of hex-4-en-1,3,6-trione derivatives (part II). Part I: We have developed an organophosphane-mediated cinnamic acid derivatives for synthesis of the ylide which contain ketene group in mild condition. In addition, the advantages of the reaction are one-pot, without reactants preparation. We accidentally obtain furanone derivatives.It is important for the development of versatile intermediates in organic synthesis. So we attempt to develop novel synthetic methods and valuable ketene intermediate in this part. Part II: Construction an acyl group at the electrophilic β position of α,β-unsaturated diketone derivatives by organophosphane has been achieved. The reaction condition is mild, metal free and could afford good yields.