Synthesis of polycyclic spiro-fused indolines via IBX-mediated cascade cyclization  

作　　者：Zhiguo Zhang Xiaoqing Song Guofeng Li Xiang Li Dan Zheng Xuna Zhao Huanran Miao Guisheng Zhang Lantao Liu 

机构地区：[1]Henan Key Laboratory of Organic Functional Molecule and Drug Innovation,Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals,Key Laboratory of Green Chemical Media and Reactions,Ministry of Education,School of Chemistry and Chemical Engineering,Henan Normal University,Xinxiang 453007,China [2]Quality and Technique Supervision,Inspection and Testing Center ofXuchang City,Xuchang 461000,China [3]The College of Chemistry and Chemical Engineering,Shangqiu Normal University,Shangqiu 476000,China

出　　处：《Chinese Chemical Letters》2021年第4期1423-1426,共4页中国化学快报（英文版）

基　　金：the National Natural Science Foundation of China(Nos.U1604285,21772032 and 21702051);Program for Changjiang Scholars and Innovative Research Team in University(PCSIRT)of Ministry of Education of China(No.IRT1061);the 111 Project(No.D17007);Henan Provincial Natural Science Foundation(No.162300410180);Key Project of Henan Educational Committee(No.18A150009);Program for Innovative Research Team of Science and Technology in the University of Henan Province(No.18IRTSTHN004)。

摘　　要：We report a 2-iodoxybenzoic acid(IBX)-mediated intarmolecular oxidative spiro-fused tandem cyclization reaction of tryptophan analogs bearing an N-arylamides side-chain to rapidly afford polycyclic spiroindolines featuring multiple stereocenters including a quaternary stereocenters under mild reaction conditions.Among them,a novelty azaphosphol idine-containing spiroindoline compound is synthesized for the first time.It may open the door to azaphos pholidine-containing spiroindoline compound of potential interest in synthetic and medicinal chemistry.A plausible mechanism is proposed.

关 键 词：Spiro-indolines Fused indolines 2-Iodoxybenzoic acid Hypervalent iodine reagents 

分 类 号：O626.13[理学—有机化学]