Synthesis of Trisubstituted Oxazoles or Highly Functional Benzofurans via Intramolecular Wittig Reaction

• Main Authors: Yu-Shiou, Fan, 范宇琇
• Other Authors: Wen-Wei, Lin
• Format: Others
• Language: zh-TW
• Published: 2014
• Online Access: http://ndltd.ncl.edu.tw/handle/13507508495908211305

碩士 === 國立臺灣師範大學 === 化學系 === 102 === 　　Oxazole derivatives are of great importance in organic chemistry. Based on our success in development of an efficient method to construct the furan ring utilizing an intramolecular Wittig reaction, we reported a facile metal-free approach for the synthesis of trisubstituted oxazoles starting from N-acyl imines, Bu3P, and acyl chlorides in the presence of Et3N. The reaction mechanism is proposed to undergo the Michael addition of PBu3 toward N-acyl imines followed by O-acylation, deprotonation and finally intramolecular Wittig reaction to furnish corresponding oxazoles.