Chemodivergent annulations of allenyl imides andβ,γ-enones switched by nucleophilic phosphine and amine catalysts  

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作  者:Bingsen Xiang Yuhao Wang Chuqing Xiao Fengkai He Yiyong Huang 

机构地区:[1]Department of Chemistry,School of Chemistry,Chemical Engineering and Life Science,Wuhan University of Technology,Wuhan 430070,China [2]Wuhan Britain China School,Wuhan 430022,China

出  处:《Chinese Chemical Letters》2024年第1期254-258,共5页中国化学快报(英文版)

基  金:the financial support for this investigation from the National Natural Science Foundation of China(No.22072111;the Fundamental Research Funds for the Central Universities(No.2023IVA055).

摘  要:Nucleophilic phosphine and amine catalyst-switched chemodivergent[4+1]and[3+3]annulations of allenyl imides andβ,γ-enones have been developed,furnishing highly substituted 2-cyclopentenone and 2-pyranone derivatives in moderate to excellent yields.Two plausible reaction mechanisms involving two different ketene intermediates have been proposed to explain the observed chemoselectivity.Moreover,by virtue of theα,β-enone substructure of the[4+1]adducts,1,3-dipolar cycloaddition of nitrile imines has been studied in one-pot to provide various fused pyrazoline derivatives.

关 键 词:Chemodivergent Nucleophilic catalysis ALLENE CYCLOPENTENONE Pyranone 

分 类 号:O621.251[理学—有机化学]

 

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