The regioselective switching reaction of benzyl cyanide

• Main Authors: Cheng-Chuan Wang, 王振權
• Other Authors: Ching-Fa Yao
• Format: Others
• Language: zh-TW
• Published: 2014
• Online Access: http://ndltd.ncl.edu.tw/handle/72577230189718593428

碩士 === 國立臺灣師範大學 === 化學系 === 102 === The thesis is mainly divided into two chapters. The first chapter is the preface of the thesis, which gives a simple introduction of the definition of regioselective switching reaction and the literature review of different regioselective switching reaction in recent years. Moreover, as a result of this thesis’s research emphasis is benzyl cyanide, we also make a brief introduction of its role in various reactions. Then we enclose our research motive and research goals at the end of the first chapter. Chapter II is the results and discussions for the switching reaction. This chapter is subdivided into three parts. The first part is about utilization of benzyl cyanide as a nucleophile. In this part, we synthesized imidazolinone fused isoquinolinone derivatives from the reaction between 2-iodobenzamides derived from amino acid esters and benzyl cyanide by using copper(I) iodide as a catalyst and strong base (potassium tert-butoxide). The second part of Chapter II describes the utilization of benzyl cyanide as a cyanating reagent. In this section, we synthesized the bioactive iminoisoindolinone derivatives from the reaction between 2-iodobenzamides derived from amino acid esters and benzyl cyanide by using copper(I) iodide as a catalyst and mild base (potassium phosphate). The third part of Chapter II deals with the utilization of benzyl cyanide as a benzoylating reagent. In this section, we synthesized 3-hydroxy-3-substituted isoindolinone derivatives from the reaction between 2-iodobenzamides derived from various amines and benzyl cyanide by using copper(I) iodide as a catalyst and cesium carbonate. The product was achieved in two steps.