title: Rhodium(III)-catalyzed C-C and C-O coupling of quinoline N-oxides with alkynes: combination of C-H activation with O-atom transfer.
abstract: [Cp*Rh(III)]-catalyzed C-H activation of arenes assisted by an oxidizing N-O or N-N directing group has allowed the construction of a number of hetercycles. In contrast, a polar N-O bond is well-known to undergo O-atom transfer (OAT) to alkynes. Despite the liability of N-O bonds in both C-H activation and OAT, these two important areas evolved separately. In this report, [Cp*Rh(III)] catalysts integrate both areas in an efficient redox-neutral coupling of quinoline N-oxides with alkynes to afford α-(8-quinolyl)acetophenones. In this process the N-O bond acts as both a directing group for C-H activation and as an O-atom donor.
authors.affiliation: Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023 (China); School of Chemistry and Pharmaceutical Engineering, Qilu University of Technology, Jinan 250353 (China).
authors.forename: Xueyun
authors.initials: X
authors.lastname: Zhang
authors.forename: Zisong
authors.initials: Z
authors.lastname: Qi
authors.forename: Xingwei
authors.initials: X
authors.lastname: Li
keywords: CH activation; N-oxides; alkynes; heterocycles; rhodium