title: Photo-induced oxidant-free oxidative C-H/N-H cross-coupling between arenes and azoles.
abstract: Direct cross-coupling between simple arenes and heterocyclic amines under mild conditions is undoubtedly important for C-N bonds construction. Selective C(sp2)-H amination is more valuable. Herein we show a selective C(sp2)-H amination of arenes (alkyl-substituted benzenes, biphenyl and anisole derivatives) accompanied by hydrogen evolution by using heterocyclic azoles as nitrogen sources. The reaction is selective for C(sp2)-H bonds, providing a mild route to N-arylazoles. The KIE (kinetic isotope effect) experiment reveals the cleavage of C-H bond is not involved in the rate-determining step. Kinetic studies indicate the first-order behaviour with respect to the arene component. It is interesting that this system works without the need for any sacrificial oxidant and is highly selective for C(sp2)-H activation, whereas C(sp3)-H bonds are unaffected. This study may have significant implications for the functionalization of methylarenes which are sensitive to oxidative conditions.
authors.affiliation: College of Chemistry and Molecular Sciences, The Institute for Advanced Studies (IAS), Wuhan University, Hubei 430072, China.
authors.forename: Linbin
authors.initials: L
authors.lastname: Niu
authors.affiliation: College of Chemistry and Molecular Sciences, The Institute for Advanced Studies (IAS), Wuhan University, Hubei 430072, China.
authors.forename: Hong
authors.initials: H
authors.lastname: Yi
authors.affiliation: College of Chemistry and Molecular Sciences, The Institute for Advanced Studies (IAS), Wuhan University, Hubei 430072, China.
authors.forename: Shengchun
authors.initials: S
authors.lastname: Wang
authors.affiliation: College of Chemistry and Molecular Sciences, The Institute for Advanced Studies (IAS), Wuhan University, Hubei 430072, China.
authors.forename: Tianyi
authors.initials: T
authors.lastname: Liu
authors.affiliation: College of Chemistry and Molecular Sciences, The Institute for Advanced Studies (IAS), Wuhan University, Hubei 430072, China.
authors.forename: Jiamei
authors.initials: J
authors.lastname: Liu
authors.affiliation: College of Chemistry and Molecular Sciences, The Institute for Advanced Studies (IAS), Wuhan University, Hubei 430072, China.|State Key Laboratory and Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China.
authors.forename: Aiwen
authors.initials: A
authors.lastname: Lei