Chemodivergent Synthesis of Benzofurans and 2,3-Dihydrobenzofurans via Tandem Oxidative Annulation of Enaminones and Salicylaldehydes
Corresponding Author
Xiyan Duan
School of Chemistry & Chemical Engineering, Henan University of Science and Technology, Luoyang, Henan, 471003 China
E-mail: [email protected]; [email protected]Search for more papers by this authorHui Li
School of Chemistry & Chemical Engineering, Henan University of Science and Technology, Luoyang, Henan, 471003 China
Search for more papers by this authorJunqi Wang
School of Chemistry & Chemical Engineering, Henan University of Science and Technology, Luoyang, Henan, 471003 China
Search for more papers by this authorKun Liu
School of Chemistry & Chemical Engineering, Henan University of Science and Technology, Luoyang, Henan, 471003 China
Search for more papers by this authorMeixin Shi
School of Chemistry & Chemical Engineering, Henan University of Science and Technology, Luoyang, Henan, 471003 China
Search for more papers by this authorWeidong Lian
School of Chemistry & Chemical Engineering, Henan University of Science and Technology, Luoyang, Henan, 471003 China
Search for more papers by this authorRan Chen
School of Chemistry & Chemical Engineering, Henan University of Science and Technology, Luoyang, Henan, 471003 China
Search for more papers by this authorCorresponding Author
Pu Liu
School of Chemistry & Chemical Engineering, Henan University of Science and Technology, Luoyang, Henan, 471003 China
E-mail: [email protected]; [email protected]Search for more papers by this authorCorresponding Author
Xiyan Duan
School of Chemistry & Chemical Engineering, Henan University of Science and Technology, Luoyang, Henan, 471003 China
E-mail: [email protected]; [email protected]Search for more papers by this authorHui Li
School of Chemistry & Chemical Engineering, Henan University of Science and Technology, Luoyang, Henan, 471003 China
Search for more papers by this authorJunqi Wang
School of Chemistry & Chemical Engineering, Henan University of Science and Technology, Luoyang, Henan, 471003 China
Search for more papers by this authorKun Liu
School of Chemistry & Chemical Engineering, Henan University of Science and Technology, Luoyang, Henan, 471003 China
Search for more papers by this authorMeixin Shi
School of Chemistry & Chemical Engineering, Henan University of Science and Technology, Luoyang, Henan, 471003 China
Search for more papers by this authorWeidong Lian
School of Chemistry & Chemical Engineering, Henan University of Science and Technology, Luoyang, Henan, 471003 China
Search for more papers by this authorRan Chen
School of Chemistry & Chemical Engineering, Henan University of Science and Technology, Luoyang, Henan, 471003 China
Search for more papers by this authorCorresponding Author
Pu Liu
School of Chemistry & Chemical Engineering, Henan University of Science and Technology, Luoyang, Henan, 471003 China
E-mail: [email protected]; [email protected]Search for more papers by this authorComprehensive Summary
Chemodivergent synthesis of benzofurans and 2,3-dihydrobenzofurans has been realized. Under a reaction system consisting of DBDMH and K2CO3 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 NH4Cl or Fe2(SO4)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.
Supporting Information
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