Alkynes are versatile synthons in organic synthesis,as well as important structural moieties in bioactive molecules.Recently,transition metal-catalyzed hydroalkynylation of alkenes has been developed with reactive alk...Alkynes are versatile synthons in organic synthesis,as well as important structural moieties in bioactive molecules.Recently,transition metal-catalyzed hydroalkynylation of alkenes has been developed with reactive alkenes and alkenes bearing directing groups.However,the regioselective hydroalkynylation of simple alkenes is still challenging.Herein,we have developed a palladium-catalyzed Markovnikov hydroalkynylation of unactivated terminal alkenes,which provides an efficient approach for the synthesis of branched alkynyl compounds under mild conditions.This reaction features excellent functional group tolerance,good reaction yields and excellent regioselectivity.Moreover,the asymmetric hydroalkynylation reaction has also been achieved with moderate enantioselectivity by introducing a sterically bulky chiral Pyox ligand.展开更多
基金the National Key R&D Program of China(No.2021YFA1500100)the National Nature Science Foundation of China(Nos.22101295,21971255,91956202,92256301 and 21821002)+1 种基金the Science and Technology Commission of Shanghai Municipality(Nos.20JC1417000 and 21520780100)the Youth Innovation Promotion Association,CAS(Y2022074).
文摘Alkynes are versatile synthons in organic synthesis,as well as important structural moieties in bioactive molecules.Recently,transition metal-catalyzed hydroalkynylation of alkenes has been developed with reactive alkenes and alkenes bearing directing groups.However,the regioselective hydroalkynylation of simple alkenes is still challenging.Herein,we have developed a palladium-catalyzed Markovnikov hydroalkynylation of unactivated terminal alkenes,which provides an efficient approach for the synthesis of branched alkynyl compounds under mild conditions.This reaction features excellent functional group tolerance,good reaction yields and excellent regioselectivity.Moreover,the asymmetric hydroalkynylation reaction has also been achieved with moderate enantioselectivity by introducing a sterically bulky chiral Pyox ligand.
