This paper describes the first case of a reductive coupling reaction with indene,a non-heteroatom olefin used as a reducing agent.The scope of the substrate is wide.The homo-coupling,cross-coupling,and synthesis of 12...This paper describes the first case of a reductive coupling reaction with indene,a non-heteroatom olefin used as a reducing agent.The scope of the substrate is wide.The homo-coupling,cross-coupling,and synthesis of 12 and 14-membered rings were realized.The control experiment,indene-product curve and density functional theory calculations showed that the η^(3)-palladium indene intermediate was formed by C-H activation in the presence of cesium carbonate.We speculate that the final product was obtained through a Pd(IV)intermediate or aryl ligand exchange.In addition,we excluded the formation of palladium anion(Pd(0)^(-))intermediates.展开更多
We report a visible light promoted carbochloromethylation of 2-bromomethyl acrylate and N-arylmethacrylamide,and a series of trihalomethyl substituted allylic acid esters and indolone derivatives were synthesized.The ...We report a visible light promoted carbochloromethylation of 2-bromomethyl acrylate and N-arylmethacrylamide,and a series of trihalomethyl substituted allylic acid esters and indolone derivatives were synthesized.The reaction used common and inexpensive chloroform and tribromomethane as tri-halomethyl reagents,iodobenzene diacetate(PIDA)as an oxidant and Eosin Y as a photocatalyst.The reaction conditions are mild and the substrate scope is wide.展开更多
基金the National Natural Science Foundation of China(Nos.NSF22061038,NSF22067018)the Long Yuan Youth Innovative Project of Gansu Province(No.2019-39)+1 种基金the Northwest Normal University Young Scholars Research Capacity Improvement Program(No.NWNU-LKQN-2020-04)Computations reported in this paper were performed on the computer clusters at the Centre for Scientific Modeling and Computation,CUHK.
文摘This paper describes the first case of a reductive coupling reaction with indene,a non-heteroatom olefin used as a reducing agent.The scope of the substrate is wide.The homo-coupling,cross-coupling,and synthesis of 12 and 14-membered rings were realized.The control experiment,indene-product curve and density functional theory calculations showed that the η^(3)-palladium indene intermediate was formed by C-H activation in the presence of cesium carbonate.We speculate that the final product was obtained through a Pd(IV)intermediate or aryl ligand exchange.In addition,we excluded the formation of palladium anion(Pd(0)^(-))intermediates.
基金We acknowledge the financial support from the National Natural Science Foundation of China(No.22061038,22067018,22101232)the Key Talent Projects of Gansu Province([2019]39)the Natural Science Foundation of Gansu(No.20YF3GA023,20JR5RA210).
文摘We report a visible light promoted carbochloromethylation of 2-bromomethyl acrylate and N-arylmethacrylamide,and a series of trihalomethyl substituted allylic acid esters and indolone derivatives were synthesized.The reaction used common and inexpensive chloroform and tribromomethane as tri-halomethyl reagents,iodobenzene diacetate(PIDA)as an oxidant and Eosin Y as a photocatalyst.The reaction conditions are mild and the substrate scope is wide.
