Rhodium-Catalyzed Regioselective C-O and C-C Bonds Formation of 3-Oxopent-4-enenitriles with Alkynes for the Synthesis of Polysubstituted 2H-Pyrans  

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作  者:Kelu Yan Xiao Liu Jiangwei Wen Qiuyun Li Junjie Wang Yang Zheng Xiu Wang 

机构地区:[1]Key Laboratory of Life-Organic Analysis of Shandong Province,School of Chemistry and Chemical Engineering,Qufu Normal University,Qufu,Shandong273165,China [2]Faculty of Chemistry and Chemical Engineering,Yancheng Institute of Technology,Yancheng,Jiangsu 224051,China

出  处:《Chinese Journal of Chemistry》2024年第17期1986-1992,共7页中国化学(英文版)

基  金:supported by the National Natural Science Foundation of China(No.22101152);the Youth Talent Program Startup Foundation of Qufu Normal University(No.614201);the School-Level Research Projects of Yancheng Institute of Technology(No.xjr2020044).

摘  要:The rhodium-catalyzed C-H bond activation and cyclization of 3-oxopent-4-enenitriles with alkynes proceed efficiently.Various 2H-pyrans with multiple substituents are achieved in good yields through regioselective formation of C-O and C-C bonds.Transformations involving hydroxy-alkynoates resulted in products with a furo[3,4-b]pyran skeleton via further intramolecular ester exchange processes.Different from the traditional"1-oxatrienes pathway",this method for the synthesis of useful 2H-pyrans possesses certain highlights in terms of readily available substrates,stable and easily derivatized products,gentle and convenient operation process,and step and atomeconomy.

关 键 词:Rhodium/C-H activation 3-Oxopent-4-enenitriles ALKYNES 2H-Pyrans Transition metals Regioselectivity Cyclization Comprehensive Summary 

分 类 号:O62[理学—有机化学]

 

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