Enantioselective synthesis of indenopyrazolopyrazolones enabled by dual directing groups-assisted and rhodium(Ⅲ)-catalyzed tandem C-H alkenylation/[3+2] stepwise cycloaddition

作     者：Min Wu Hui Gao Huiying Xu Wei Yi Zhi Zhou Min Wu;Hui Gao;Huiying Xu;Wei Yi;Zhi Zhou

作者机构：Guangzhou Municipal and Guangdong Provincial Key Laboratory of Protein Modification and Degradation&Molecular Target and Clinical PharmacologyState Key Laboratory of Respiratory DiseaseSchool of Pharmaceutical SciencesGuangzhou Medical UniversityGuangzhou 511436China 

出 版 物：《Chinese Chemical Letters》 (中国化学快报（英文版）)

年 卷 期：2022年第33卷第2期

页      面：842-846页

核心收录：

学科分类：07[理学] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：National Natural Science Foundation of China (NSFC,Nos.21877020,22007020) Guangdong Natural Science Funds for Distinguished Young Scholar (No.2017A030306031) Natural Science Foundation of Guangdong Province (No.2019A1515010935) for financial support on this study。 

主　　题：Indenopyrazolopyrazolone Azomethine imine Enantioselective synthesis DFT calculations Rhodium(Ⅲ)catalysis 

摘      要：The Cp;Rh(Ⅲ)-catalyzed asymmetric cascade C-H coupling/intramolecular cyclization of azomethine imines with propargyl carbonates has been developed, affording a variety of chiral tetracyclic indenopyrazolopyrazolone frameworks with good substrate/functional group tolerance and enantioselectivity(up to 97:3 er). Combined experimental studies and DFT calculations revealed the Rh(Ⅲ)-catalyzed stepwise annulation process and clarified the synergy coordination mode of dual directing groups in tuning the selectivity.