Enantioselective C-H Functionalization of Indoles with α-Aryl-α-diazoacetates Catalyzed by NCN Bis(i

来源 :中国化学会第十六届全国有机合成化学学术研讨会 | 被引量 : 0次 | 上传用户:shentong0312
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  Pincer iridium complexes have been widely used as catalysts in organic transformations.In particular,a variety of achiral Ir pincers are found to be very efficient catalysts for(de)hydrogenation and transfer(de)hydrogenation reactions.1 By contrast,reports on chiral pincer iridium complexes as well as their applications in asymmetric catalysis remain few.Despite of this,Nishiyama,Blakey and co-workers reported some encouraging results.They demonstrated that the NCN pincer Ir(Ⅲ)complexes with bis(oxazolinyl)phenyl ligands and bis(imidazolinyl)phenyl ligands exhibited high enantioselectivities in conjugate reduction of α,β-unsaturated ester,reductive aldol reaction as well as C-H insertion reactions with diazo compounds.2 Hereinwe would like to report the enantioselective C-H insertion reactions ofindoles with α-aryl-α-diazoacetates catalyzed by the bis(imidazolinyl)phenyl NCN pincer Ir(Ⅲ)complexes.3The reactions proceededsmoothly in the presence of 3 mol%Ir pincer complexe and 6 mol%NaBArFunder mild conditions,giving a variety of chiral 3-substituted indoles in high yields with enantioselectivities of up to 86%ee.
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