Here,we describe a strategy for the copper-catalyzed asymmetric heteroarylation of yne-thiophene carbonates with indoles via remote substitution.The key to the success of this strategy lies in the design of the alkyny...Here,we describe a strategy for the copper-catalyzed asymmetric heteroarylation of yne-thiophene carbonates with indoles via remote substitution.The key to the success of this strategy lies in the design of the alkynyl group at the ortho-position of the heterocycle thiophene,enabling the formation of a triarylmethane moiety via very remote substitution.Thus,the concept of remote copper-catalyzed asymmetric transformation extends not only to yne-allylic esters but also to yne-aryl esters.The reaction readily provides a diverse array of chiral triarylmethanes with high efficiency,enantioselectivity,and excellent functional group compatibility.Moreover,facile follow-up transformations underscore their potential utility in the synthesis of various enantioenriched building blocks.Preliminary mechanistic studies support the plausibility of the remote substitution pathway.展开更多
基金supported by the National Natural Science Foundation of China(21801087,22201089)。
文摘Here,we describe a strategy for the copper-catalyzed asymmetric heteroarylation of yne-thiophene carbonates with indoles via remote substitution.The key to the success of this strategy lies in the design of the alkynyl group at the ortho-position of the heterocycle thiophene,enabling the formation of a triarylmethane moiety via very remote substitution.Thus,the concept of remote copper-catalyzed asymmetric transformation extends not only to yne-allylic esters but also to yne-aryl esters.The reaction readily provides a diverse array of chiral triarylmethanes with high efficiency,enantioselectivity,and excellent functional group compatibility.Moreover,facile follow-up transformations underscore their potential utility in the synthesis of various enantioenriched building blocks.Preliminary mechanistic studies support the plausibility of the remote substitution pathway.
