Selective carboxylation of reactive benzylic C–H bonds by a hypervalent iodine(III)/inorganic bromide oxidation system

Toshifumi Dohi, Shohei Ueda, Kosuke Iwasaki, Yusuke Tsunoda, Koji Morimoto and Yasuyuki Kita
Beilstein J. Org. Chem. 2018, 14, 1087–1094. https://doi.org/10.3762/bjoc.14.94

Supporting Information

Supporting Information File 1: Starting materials and Copies of 1H and 13C NMR spectra of all products.
Format: PDF Size: 624.5 KB Download

Cite the Following Article

Selective carboxylation of reactive benzylic C–H bonds by a hypervalent iodine(III)/inorganic bromide oxidation system
Toshifumi Dohi, Shohei Ueda, Kosuke Iwasaki, Yusuke Tsunoda, Koji Morimoto and Yasuyuki Kita
Beilstein J. Org. Chem. 2018, 14, 1087–1094. https://doi.org/10.3762/bjoc.14.94

How to Cite

Dohi, T.; Ueda, S.; Iwasaki, K.; Tsunoda, Y.; Morimoto, K.; Kita, Y. Beilstein J. Org. Chem. 2018, 14, 1087–1094. doi:10.3762/bjoc.14.94

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: 172.5 KB Download

Citations to This Article

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

Scholarly Works

  • Yoshimura, A.; Zhdankin, V. V. Recent Progress in Synthetic Applications of Hypervalent Iodine(III) Reagents. Chemical reviews 2024, 124, 11108–11186. doi:10.1021/acs.chemrev.4c00303
  • Jia, H.; Li, N.; Tang, C.; Ni, W.; Zhao, X.; Sun, J.; Wu, F.; Shen, X.; Zhai, H. α-Acyloxylation of Ketones/Cyclic Ethers Mediated by Hypervalent Iodine(III) Reagents as Oxidants and Nucleophilic Sources. The Journal of organic chemistry 2024, 89, 2055–2063. doi:10.1021/acs.joc.3c02526
  • Wang, A.; Huang, J.; Zhao, C.; Fan, Y.; Qian, J.; Chen, Q.; He, M.; Zhou, W. A simple and convenient strategy for the oxidation of C(sp3)–H bonds based on γ-valerolactone. Green Chemistry 2024, 26, 353–361. doi:10.1039/d3gc03639a
  • Pan, L.; Lee, K.-M.; Chan, Y.-Y.; Ke, Z.; Yeung, Y.-Y. Applications of the DIB-BBr3 Protocol in Bromination Reactions. Organic letters 2023, 25, 53–57. doi:10.1021/acs.orglett.2c03777
  • Vittal, S.; Mujahid Alam, M.; Hussien, M.; Amanullah, M.; Pisal, P. M.; Ravi, V. Applications of Phenyliodine(III)diacetate in C−H Functionalization and Hetero‐Hetero Bond Formations: A Septennial Update. ChemistrySelect 2023, 8. doi:10.1002/slct.202204240
  • Pan, L.; Lee, K.-M.; Ke, Z.; Yeung, Y.-Y. Application of a DIB/BBr3 protocol in metal-free aryl coupling reactions. New Journal of Chemistry 2022, 46, 21047–21053. doi:10.1039/d2nj04478a
  • Sihag, M.; Soni, R.; Rani, N.; Kinger, M.; Kumar Aneja, D. Recent Synthetic Applications of Hypervalent Iodine Reagents. A Review in Three Installments: Installment II. Organic Preparations and Procedures International 2022, 55, 99–159. doi:10.1080/00304948.2022.2114236
  • Xu, Z.; Cai, Y.; Zhao, Y. doi:10.1002/9783527834242.chf0168
  • Toshifumi, D.; Keina, K.; Shohei, U.; Nobutaka, Y.; Motoki, I.; Yasuyuki, K. BENZYLIC OXIDATION AND FUNCTIONALIZATIONS OF XANTHENES BY LIGAND TRASFER REACTIONS OF HYPERVALENT IODINE REAGENTS. HETEROCYCLES 2020, 100, 85–103. doi:10.3987/com-19-14139
  • Aman, H.; Wang, Y.-H.; Chuang, G. J. (Diacetoxyiodo)benzene-Mediated C-H Oxidation of Benzylic Acetals. ACS omega 2019, 5, 918–925. doi:10.1021/acsomega.9b04009
  • LaMartina, K. B.; Kuck, H. K.; Oglesbee, L. S.; Al-Odaini, A.; Boaz, N. C. Selective benzylic C-H monooxygenation mediated by iodine oxides. Beilstein journal of organic chemistry 2019, 15, 602–609. doi:10.3762/bjoc.15.55
Other Beilstein-Institut Open Science Activities