經由分子內 Wittig 反應合成三取代噁唑化合物及高官能基苯并呋喃化合物

Abstract

噁唑衍生物在有機合成中為重要的研究領域之一，我們運用本實驗室過去合成多取代呋喃分子的策略，進而有效地合成多取代噁唑分子。我們推測其反應機構為三丁基膦先對亞胺分子進行 Michael 加成反應，接著進行氧-醯化和去質子化，最後經由分子內 Wittig 合環反應，即可得到噁唑產物。 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.