Cobalt-catalyzed peri-selective alkoxylation of 1-naphthylamine derivatives

Jiao-Na Han, Cong Du, Xinju Zhu, Zheng-Long Wang, Yue Zhu, Zhao-Yang Chu, Jun-Long Niu and Mao-Ping Song
Beilstein J. Org. Chem. 2018, 14, 2090–2097. https://doi.org/10.3762/bjoc.14.183

Supporting Information

Supporting Information File 1: Experimental details and characterization data of new compounds, and X-ray crystal structure details for 3aa.
Format: PDF Size: 4.7 MB Download
Supporting Information File 2: Crystallographic information file for compound 3aa.
Format: CIF Size: 282.8 KB Download

Cite the Following Article

Cobalt-catalyzed peri-selective alkoxylation of 1-naphthylamine derivatives
Jiao-Na Han, Cong Du, Xinju Zhu, Zheng-Long Wang, Yue Zhu, Zhao-Yang Chu, Jun-Long Niu and Mao-Ping Song
Beilstein J. Org. Chem. 2018, 14, 2090–2097. https://doi.org/10.3762/bjoc.14.183

How to Cite

Han, J.-N.; Du, C.; Zhu, X.; Wang, Z.-L.; Zhu, Y.; Chu, Z.-Y.; Niu, J.-L.; Song, M.-P. Beilstein J. Org. Chem. 2018, 14, 2090–2097. doi:10.3762/bjoc.14.183

Download Citation

Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window below.
Citation data in RIS format can be imported by all major citation management software, including EndNote, ProCite, RefWorks, and Zotero.

Presentation Graphic

Picture with graphical abstract, title and authors for social media postings and presentations.
Format: PNG Size: 150.4 KB Download

Citations to This Article

Up to 20 of the most recent references are displayed here.

Scholarly Works

  • Huang, M.-G.; Tan, Y.-Y.; Ai, M.-T.; Chen, X.-H.; Xu, H.-B.; Liu, Y.-J. Salicylaldehyde-Cobalt(II)-Catalyzed C-H Alkoxylation of Indoles with Secondary Alcohols. The Journal of organic chemistry 2024. doi:10.1021/acs.joc.3c02582
  • Wang, C.; Bei, W.; Li, W.; Wang, D.; Liu, Y.; Gong, Z.; Zeng, K.; Feng, R.; Huang, X.; Qi, C. Cobalt-catalyzed O-arylation of N-protected amino alcohols with arenes via cross-dehydrogenative C-O coupling strategy: Direct access to aryloxyamines. Tetrahedron Letters 2022, 106, 154062. doi:10.1016/j.tetlet.2022.154062
  • Aggarwal, Y.; Padmavathi, R.; Singh, P.; Arulananda Babu, S. Pd(II)‐Catalyzed, γ‐C(sp2)−H Alkoxylation in α‐Methylbenzylamine, Phenylglycinol, 3‐Amino‐3‐Phenylpropanol Toward Enantiopure Aryl Alkyl Ethers. Asian Journal of Organic Chemistry 2022, 11. doi:10.1002/ajoc.202200327
  • Park, J.; Son, J. Cobalt‐Catalyzed C(sp2)−O Bond Formation by Directing Group Assisted C−H Activation. European Journal of Organic Chemistry 2022, 2022. doi:10.1002/ejoc.202200465
  • Wang, C.; Dong, S.; Zhu, T.; Liu, Y.; Wu, Z.; Feng, R. Cobalt-Catalyzed Decarbonylative C(8)-Acyloxylation of 1-Naphthalamine Derivatives with α-Oxocarboxylic Acids. Chinese Journal of Organic Chemistry 2022, 42, 1799. doi:10.6023/cjoc202111038
  • Xu, Z.; Hu, Y.; Wang, L.; Sun, M.; Li, P. Merging cobalt and photoredox catalysis for the C8-H alkoxylation of 1-naphthylamine derivatives with alcohols. Organic & biomolecular chemistry 2021, 19, 10112–10119. doi:10.1039/d1ob01721g
  • Zhang, Z.-Z.; Cheng, J.; Yao, Q.-J.; Yue, Q.; Zhou, G. Cobalt-Catalyzed C−H Alkoxylation of Ferrocenes with Alcohols under Mild Conditions. Advanced Synthesis & Catalysis 2021, 363, 3946–3951. doi:10.1002/adsc.202100423
  • Gao, Y.; Zhang, M.; Wang, C.; Yang, Z.; Huang, X.-Q.; Feng, R.; Qi, C. Cobalt(II)-catalyzed hydroarylation of 1,3-diynes and internal alkynes with picolinamides promoted by alcohol. Chemical communications (Cambridge, England) 2020, 56, 14231–14234. doi:10.1039/d0cc05616b
  • Yao, Y.; Lin, Q.; Yang, W.; Yang, W.; Gu, F.; Guo, W.; Yang, D. Cobalt(II)-Catalyzed [4+2] Annulation of Picolinamides with Alkynes via C-H Bond Activation. Chemistry (Weinheim an der Bergstrasse, Germany) 2020, 26, 5607–5610. doi:10.1002/chem.202000411
  • Zhang, M.; Yang, Z.; Li, R.; Huang, X.-Q.; Feng, R.; Qi, C. Cobalt-catalyzed regioselective cross-dehydrogenative CO coupling of 1-naphthylamide derivatives with diols. Tetrahedron Letters 2020, 61, 151592. doi:10.1016/j.tetlet.2020.151592
  • Chu, M.; Planas, O.; Ribas, X.; Hamilton, A. J.; Whiteoak, C. J. Unravelling the mechanism of cobalt-catalysed remote C–H nitration of 8-aminoquinolinamides and expansion of substrate scope towards 1-naphthylpicolinamide. Chemical science 2020, 11, 534–542. doi:10.1039/c9sc05076k
  • Zheng, Q.; Chen, J.; Rao, G.-W. Recent Advances in C-O Bond Construction via C-H Activation. Russian Journal of Organic Chemistry 2019, 55, 569–586. doi:10.1134/s1070428019040249
  • Yu, X.; Yang, F.; Wu, Y.; Wu, Y. Palladium-Catalyzed C8-H Acylation of 1-Naphthylamines with Acyl Chlorides. Organic letters 2019, 21, 1726–1729. doi:10.1021/acs.orglett.9b00283
  • Zhang, G.; Zhu, J.; Xuan, L.; Ding, C. Silver-Mediated Methoxylation of Aryl C(sp2)–H Bonds Directing by DMEDA. Catalysts 2019, 9, 171. doi:10.3390/catal9020171
Other Beilstein-Institut Open Science Activities