1401548-40-0Relevant academic research and scientific papers
Easy access to synthesize isoquinolines from aryl ketoximes and internal alkynes via Iridium (III)-catalyzed C[sbnd]H/N[sbnd]O bond activation
Lin, Wei,Hu, Xiu-Xiu,Zhuang, Cang-Wei,Wang, Ya-Zhen
, p. 3015 - 3023 (2019)
A highly efficient approach to synthesize isoquinoline derivatives through Iridium(III)-catalyzed cyclization of aryl ketoximes and internal alkynes without oxidant is reported. A broad range isoquinolines are obtained in good to excellent yields and various functional groups are well tolerated.
Cp?-Free Cobalt-Catalyzed C-H Activation/Annulations by Traceless N, O-Bidentate Directing Group: Access to Isoquinolines
Li, Xiao-Cai,Du, Cong,Zhang, He,Niu, Jun-Long,Song, Mao-Ping
, p. 2863 - 2866 (2019/04/17)
N,O-Bidentate directing-enabled, traceless heterocycle synthesis is described via Cp?-free cobalt-catalyzed C-H activation/annulation. The weakly coordinating nature of the carboxylic acid was employed for the preparation of isoquinolines. Meanwhile, the N-O bond of the α-imino-oxy acid can serve as an internal oxidant. Terminal as well as internal alkynes can be efficiently applied to the catalytic system. This operationally simple approach shows a broad substrate scope with the products obtained in good to excellent yields.
Rhodium-Catalyzed Oxidative Cycloaddition of N-tert-Butoxycarbonylhydrazones with Alkynes for the Synthesis of Functionalized Pyrroles via C(sp3)–H Bond Functionalization
Chan, Chun-Ming,Zhou, Zhongyuan,Yu, Wing-Yiu
supporting information, p. 4067 - 4074 (2016/12/30)
A rhodium(III)-catalyzed cycloaddition of N-tert-butoxycarbonylhydrazones with internal alkynes was developed. The reaction features a regioselective α-imino alkyl C(sp3)?H bond functionalization resulting in selective formation of highly functionalized NH-free pyrroles. Our studies showed that utilizing the N-tert-butoxycarbonyl (N-Boc) as the oxidizing directing group is critical for achieving the observed pyrrole formation versus the isoquinoline formation. To account for the pyrrole formation, we hypothesized that a prior tautomerization of the N-Boc-hydrazones to enamines should occur, followed by regioselective C(sp2)–H cleavage to form a putative five-membered rhodacycle. Subsequent coupling of the rhodacycle with the alkynes would afford the pyrrole products. (Figure presented.).
Rhodium(III)-catalyzed one-pot access to isoquinolines and heterocycle-fused pyridines in aqueous medium through C-H cleavage
Zhang, Jitan,Qian, Hongsheng,Liu, Zhanxiang,Xiong, Chunhua,Zhang, Yuhong
, p. 8110 - 8118 (2015/02/02)
An efficient RhIII-catalyzed ortho-C-H bond activation for the synthesis of substituted isoquinolines and heterocycle-fused pyridines in aqueous medium has been developed. This method involves the in situ generation of ketimines from ketones an
Cationic ruthenium catalysts for alkyne annulations with oximes by C-H/N-O functionalizations
Kornhaass, Christoph,Li, Jie,Ackermann, Lutz
, p. 9190 - 9198,9 (2012/12/11)
Cationic ruthenium(II) complexes enabled efficient redox-neutral annulations of alkynes with readily available oximes. The catalytic dehydrative C-H/N-O bond functionalization proved to be broadly applicable and was shown to proceed through a reversible cyclometalation.
