Efficient Synthesis of Spiro[furan-3,3＇-indoline] Derivatives via Reactions of Pyridinium Salts with Isatinylidene Acetoacetates

作     者：Zhenming Liu Jun Fang Chaoguo Yan 

作者机构：Analysis and Test Center Yangzhou University Yangzhou Jiangsu 225002 China College of Chemistry & Chemical Engineering Yangzhou University Yangzhou Jiangsu 225002 China Email: Chaoguo Yan (cgyan@***)[*]College of Chemistry & Chemical Engineering Yangzhou University Yangzhou Jiangsu 225002 China 

出 版 物：《Chinese Journal of Chemistry》 (中国化学（英文版）)

年 卷 期：2013年第31卷第8期

页      面：1054-1058页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：国家自然科学基金 江苏高校优势学科建设工程 

主　　题：spiro compound spiro[furan-3,3'-indoline] pyrdinium ylide dihydrofuran Michael addition dominoreaction 

摘      要：An efficient synthetic procedure for the functionalized spiro[furan-3,3＇-indoline] derivatives was successfully developed by domino reactions of N-phenacylpyridinium bromides or N-ethoxycarbonylmethylenepyridinium bro- mide with isatinylidene acetoacetate in the presence of triethylamine in ethanol at room temperature. The mecha- nism included sequential Michael addition of the in situ generated pyridinium ylide and intramolecular substitution of enolate.