Rhodium-catalyzed oxidative C–H/C–H cross-coupling of aniline with heteroarene: N-nitroso group enabled mild conditions?
Chemical Communications Pub Date: 2018-06-19 DOI: 10.1039/C8CC04027C
Abstract
The development of transition metal-catalyzed oxidative C–H/C–H cross-coupling between two (hetero)arenes to forge aryl-heteroaryl motifs under mild conditions is an appealing yet challenging task. Herein, we disclose a rhodium-catalyzed oxidative C–H/C–H cross-coupling reaction of an N-nitrosoaniline with a heteroarene under mild conditions. The judicious choice of the N-nitroso group as a directing group enables heightened reactivity. The coupled products could be transformed expediently to (2-aminophenyl)heteroaryl skeletons.
Recommended Literature
- [1] Evolution in surface coverage of CH3NH3PbI3?XClXvia heat assisted solvent vapour treatment and their effects on photovoltaic performance of devices Dhirendra K. Chaudhary,Pramendra Kumar,Lokendra KumarRSC Adv., 2016,6, 94731-94738 10.1039/C6RA18729C
- [2] Fast-pulsing NMR techniques for the detection of weak interactions: successful natural abundance probe of hydrogen bonds in peptides? Amandine Altmayer-Henzien,Valérie Declerck,David J. Aitken,Ewen Lescop,Denis Merlet,Jonathan FarjonOrg. Biomol. Chem., 2013,11, 7611-7615 10.1039/C3OB41876F
- [3] Excitation dependent bidirectional electron transfer in phthalocyanine-functionalised MoS2 nanosheets? Christopher J. Harrison,Kyle J. Berean,Enrico Della Gaspera,Jian Zhen Ou,Richard B. Kaner,Kourosh Kalantar-zadeh,Torben DaenekeNanoscale, 2016,8, 16276-16283 10.1039/C6NR04326G
- [4] Emergence of cationic polyamine dendrimersomes: design, stimuli sensitivity and potential biomedical applications Partha Laskar,Christine DufèsNanoscale Adv., 2021,3, 6007-6026 10.1039/D1NA00536G
- [5] Dissociation of large gaseous serine clusters produces abundant protonated serine octamer Jacob S. Jordan,Evan R. WilliamsAnalyst, 2021,146, 2617-2625 10.1039/D1AN00273B
- [6] Enantio- & chemo-selective preparation of enantiomerically enriched aliphatic nitro alcohols using Candida parapsilosis ATCC 7330 Sowmyalakshmi VenkataramanRSC Adv., 2015,5, 73807-73813 10.1039/C5RA13593A
- [7] Evolution of important glucosinolates in three common Brassica vegetables during their processing into vegetable powder and in vitro gastric digestion Nan Fu,Naphaporn Chiewchan,Xiao Dong ChenFood Funct., 2020,11, 211-220 10.1039/C9FO00811J
- [8] Excellent humidity sensor based on ultrathin HKUST-1 nanosheets? Qiaoe Wang,Meiling Lian,Xiaowen Zhu,Xu ChenRSC Adv., 2021,11, 192-197 10.1039/D0RA08354B
- [9] Fc microparticles can modulate the physical extent and magnitude of complement activity? David White,Sean R. StowellBiomater. Sci., 2017,5, 463-474 10.1039/C6BM00608F
- [10] Fast synthesis of red Li3BaSrLn3(WO4)8:Eu3+ phosphors for white LEDs under near-UV excitation by a microwave-assisted solid state reaction method and photoluminescence studies Bo Wei,Zhenyu Liu,Chen Xie,Shu Yang,Wentao Tang,Aiwei Gu,Wing-Tak Wong,Ka-Leung WongJ. Mater. Chem. C, 2015,3, 12322-12327 10.1039/C5TC03165F
Journal Name:Chemical Communications
research_products
-
CAS no.: 89640-58-4