Chemodivergent Synthesis of Benzofurans and 2,3-Dihydrobenzofurans via Tandem Oxidative Annulation of Enaminones and Salicylaldehydes  

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作  者:Xiyan Duan Hui Li Junqi Wang Kun Liu Meixin Shi Weidong Lian Ran Chen Pu Liu 

机构地区:[1]School of Chemistry&Chemical Engineering,Henan University of Science and Technology,Luoyang,Henan 471003,China

出  处:《Chinese Journal of Chemistry》2024年第15期1727-1733,共7页中国化学(英文版)

基  金:the Science and Technology Foundation of Henan Province(222102310580);Innovation and Entrepreneurship Training Program for College Students;Henan University of Science and Technology(2023180).

摘  要:Chemodivergent synthesis of benzofurans and 2,3-dihydrobenzofurans has been realized.Under a reaction system consisting of DBDMH and K_(2)CO_(3) as promotors,controlled conditions enabled the formation of two sets of valuable heterocycles from the tandem transformation of enaminones and salicylaldehydes.The key to success was the identification of the reaction parameters,in which the imine intermediate which was formed by transient halogenation coupling and substitution processes underwent either aldol condensation/annulation or imine hydrolysis/aldol condensation.The additives NH_(4)Cl or Fe_(2)(SO_(4))_(3) controlled the unique selectivity of this reaction.A broad substrate scope of enaminones and salicylaldehydes has been employed in this reaction,demonstrating excellent functional group tolerance and versatility.

关 键 词:Cross-coupling UMPOLUNG Domino reactions ENAMINONE BENZOFURANS 2 3-Dihydrobenzofurans 

分 类 号:O62[理学—有机化学]

 

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