Preparation, structure, and reactivity of bicyclic benziodazole: a new hypervalent iodine heterocycle

Akira Yoshimura, Michael T. Shea, Cody L. Makitalo, Melissa E. Jarvi, Gregory T. Rohde, Akio Saito, Mekhman S. Yusubov and Viktor V. Zhdankin
Beilstein J. Org. Chem. 2018, 14, 1016–1020. https://doi.org/10.3762/bjoc.14.87

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Preparation, structure, and reactivity of bicyclic benziodazole: a new hypervalent iodine heterocycle
Akira Yoshimura, Michael T. Shea, Cody L. Makitalo, Melissa E. Jarvi, Gregory T. Rohde, Akio Saito, Mekhman S. Yusubov and Viktor V. Zhdankin
Beilstein J. Org. Chem. 2018, 14, 1016–1020. https://doi.org/10.3762/bjoc.14.87

How to Cite

Yoshimura, A.; Shea, M. T.; Makitalo, C. L.; Jarvi, M. E.; Rohde, G. T.; Saito, A.; Yusubov, M. S.; Zhdankin, V. V. Beilstein J. Org. Chem. 2018, 14, 1016–1020. doi:10.3762/bjoc.14.87

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Scholarly Works

  • Uehara, D.; Adachi, S.; Tsubouchi, A.; Okada, Y.; Zhdankin, V. V.; Yoshimura, A.; Saito, A. Peptide coupling using recyclable bicyclic benziodazolone. Chemical communications (Cambridge, England) 2024, 60, 956–959. doi:10.1039/d3cc04431a
  • Sihag, M.; Soni, R.; Rani, N.; Kinger, M.; Kumar Aneja, D. Recent Synthetic Applications of Hypervalent Iodine Reagents. A Review in Three Installments: Installment I. Organic Preparations and Procedures International 2022, 55, 1–62. doi:10.1080/00304948.2022.2113964
  • Zhang, Y.; Long, Z.; Yan, L.; Liu, L.; Yang, L.; Le, Y. Discovery of 4-nitro-3-phenylisoxazole derivatives as potent antibacterial agents derived from the studies of [3 + 2] cycloaddition. RSC advances 2022, 12, 25633–25638. doi:10.1039/d2ra05009a
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  • Boelke, A.; Sadat, S.; Lork, E.; Nachtsheim, B. J. Pseudocyclic bis-N-heterocycle-stabilized iodanes - synthesis, characterization and applications. Chemical communications (Cambridge, England) 2021, 57, 7434–7437. doi:10.1039/d1cc03097c
  • Le Du, E.; Duhail, T.; Wodrich, M. D.; Scopelliti, R.; Fadaei-Tirani, F.; Anselmi, E.; Magnier, E.; Waser, J. Structure and Reactivity of N-Heterocyclic Alkynyl Hypervalent Iodine Reagents. Chemistry (Weinheim an der Bergstrasse, Germany) 2021, 27, 10979–10986. doi:10.1002/chem.202101475
  • Vlasenko, Y. А.; Yusubov, M. S.; Shafir, A.; Postnikov, P. S. Hypervalent iodine in the structure of N-heterocycles: synthesis, structure, and application in organic synthesis. Chemistry of Heterocyclic Compounds 2020, 56, 854–866. doi:10.1007/s10593-020-02742-0
  • Zhang, G.; Wang, Y.; Xu, J.; Sun, J.; Sun, F.; Zhang, Y.; Zhang, C.; Du, Y. A new hypervalent iodine(III/V) oxidant and its application to the synthesis of 2H-azirines. Chemical science 2019, 11, 947–953. doi:10.1039/c9sc05536c
  • Hari, D. P.; Schouwey, L.; Barber, V.; Scopelliti, R.; Fadaei-Tirani, F.; Waser, J. Ethynylbenziodazolones (EBZ) as Electrophilic Alkynylation Reagents for the Highly Enantioselective Copper-Catalyzed Oxyalkynylation of Diazo Compounds. Chemistry (Weinheim an der Bergstrasse, Germany) 2019, 25, 9522–9528. doi:10.1002/chem.201900950
  • Vlasenko, Y. A.; Postnikov, P. S.; Trusova, M. E.; Shafir, A.; Zhdankin, V. V.; Yoshimura, A.; Yusubov, M. S. Synthesis of Five-Membered Iodine-Nitrogen Heterocycles from Benzimidazole-Based Iodonium Salts. The Journal of organic chemistry 2018, 83, 12056–12070. doi:10.1021/acs.joc.8b01995
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