經由分子內威悌反應與β -醯化之多樣性導向合成雜環化合物與酮基官能化亞烷基化合物

Abstract

本論文旨在探討鄰羥基亞烷基茚二酮與膦、醯氯和鹼的反應條件下進行化學選擇性反應的研究。在此反應系統中，當起始物經過膦的麥可加成後形成葉立德中間體。該中間體具有兩個可能進行氧醯化的位置，並且通過調控兩當量醯化試劑的反應活性，可以引導反應沿著兩個不同的機制進行，從而實現化學選擇性的多樣性導向合成策略，合成出具有苯並呋喃衍生物和 β 位醯化產物。此方法可以在溫和的反應條件下進行，並且應用許多的受質當中皆具有良好的產率。This thesis aims to investigate the chemoselective reactions of 2-hydroxy-1,3-indandione alkylidenes, phosphorus and acyl chlorides in the presence of base. In this reaction system, the starting material undergoes a Michael addition with phosphorus to form a ylide intermediate. The ylide intermediate has two potential sites for acylation. By controlling the reactivity of two equivalents of acylating agents, we can direct the reaction through two different reaction pathways, thereby achieving a chemoselective and diversity-oriented synthesis strategy to obtain benzofuran derivatives and β-acylated products. The reaction conditions are mild, and the products with broad substrate scopes can be afforded in good to high yields.