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Pure Appl. Chem., 1996, Vol. 68, No. 3, pp. 627-630

http://dx.doi.org/10.1351/pac199668030627

Hypervalent iodine reagents in organic synthesis: Nucleophilic substitution of p-substituted phenol ethers

Yasuyuki Kita, T. Takada and H. Tohma

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  • Zhu Chenjie, Yoshimura Akira, Wei Yunyang, Nemykin Victor N., Zhdankin Viktor V.: Facile preparation and reactivity of bifunctional ionic liquid-supported hypervalent iodine reagent: a convenient recyclable reagent for catalytic oxidation. Tetrahedron Letters 2012, 53, 1438. <http://dx.doi.org/10.1016/j.tetlet.2012.01.053>
  • Ouyang Qin, Yan Kai-Qi, Zhu Yi-Zhou, Zhang Cai-Hui, Liu Jin-Zhong, Chen Chen, Zheng Jian-Yu: An Efficient PIFA-Mediated Synthesis of a Directly Linked Zinc Chlorin Dimer via Regioselective Oxidative Coupling. Z Org Lett 2012, 120514143748007. <http://dx.doi.org/10.1021/ol300969g>
  • Chen Wen-Ching, Hsu Yu-Chen, Shih Wei-Chun, Lee Ching-Yu, Chuang Wen-Han, Tsai Yi-Fang, Chen Peter Ping-Yu, Ong Tiow-Gan: Metal-free arylation of benzene and pyridine promoted by amino-linked nitrogen heterocyclic carbenes. Chem. Commun. 2012, 48, 6702. <http://dx.doi.org/10.1039/c2cc32519e>
  • Kita Yasuyuki, Dohi Toshifumi, Ito Motoki, Sekiguchi Sho, Ishikado Yohei: HYPERVALENT IODINE INDUCED OXIDATIVE CROSS COUPLING VIA Thiophene CATION RADICAL INTERMEDIATE. HETEROCYCLES 2012, 86, 767. <http://dx.doi.org/10.3987/COM-12-S(N)39>
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  • Chung Chi-Lin, Han Chein-Hwa, Wang Huey-Min, Hou Rei-Sheu, Chen Ling-Ching: Hypervalent Iodine(III) Reagent Mediated Synthesis of 2-Methylbenzofuran Derivatives by Pummerer-type Reaction in Ionic Liquid. Jnl Chinese Chemical Soc 2011, 58, 90. <http://dx.doi.org/10.1002/jccs.201190063>
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  • Baba Haruka, Moriyama Katsuhiko, Togo Hideo: Benzylic-acetoxylation of alkylbenzenes with PhI(OAc)2 in the presence of catalytic amounts of TsNH2 and I2. Tetrahedron Letters 2011, 52, 4303. <http://dx.doi.org/10.1016/j.tetlet.2011.06.036>
  • Kantak Abhishek A., Potavathri Shathaverdhan, Barham Rose A., Romano Kaitlyn M., DeBoef Brenton: Metal-Free Intermolecular Oxidative C–N Bond Formation via Tandem C–H and N–H Bond Functionalization. S J Am Chem Soc 2011, 133, 19960. <http://dx.doi.org/10.1021/ja2087085>
  • Dohi Toshifumi, Hu Yinjun, Kamitanaka Tohru, Washimi Naohiko, Kita Yasuyuki: [3 + 2] Coupling of Quinone Monoacetals by Combined Acid–Hydrogen Bond Donor. Org Lett 2011, 110815092742070. <http://dx.doi.org/10.1021/ol201886r>
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  • Kita Yasuyuki, Dohi Toshifumi, Morimoto Koji: Hypervalent Iodine Induced Metal-Free C-H Cross Couplings to Biaryls. J Syn Org Chem Jpn 2011, 69, 1241. <http://dx.doi.org/10.5059/yukigoseikyokaishi.69.1241>
  • Sawamura Takahiro, Kuribayashi Shunsuke, Inagi Shinsuke, Fuchigami Toshio: Recyclable Polymer-Supported Iodobenzene-Mediated Electrocatalytic Fluorination in Ionic Liquid. Adv Synth Catal 2010, 352, 2757. <http://dx.doi.org/10.1002/adsc.201000501>
  • Dohi Toshifumi, Ito Motoki, Yamaoka Nobutaka, Morimoto Koji, Fujioka Hiromichi, Kita Yasuyuki: Unusual ipso Substitution of Diaryliodonium Bromides Initiated by a Single-Electron-Transfer Oxidizing Process. angew chemie 2010, 122, 3406. <http://dx.doi.org/10.1002/ange.200907281>
  • Dohi Toshifumi, Ito Motoki, Yamaoka Nobutaka, Morimoto Koji, Fujioka Hiromichi, Kita Yasuyuki: Unusual ipso Substitution of Diaryliodonium Bromides Initiated by a Single-Electron-Transfer Oxidizing Process. Angew Chem Int E 2010, 49, 3334. <http://dx.doi.org/10.1002/anie.200907281>
  • KITA Y., TAKADA T., TOHMA H.: ChemInform Abstract: Hypervalent Iodine Reagents in Organic Synthesis: Nucleophilic Substitution of p-Substituted Phenol Ethers. ChemInform 2010, 27, no. <http://dx.doi.org/10.1002/chin.199641267>
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  • Dohi Toshifumi, Yamaoka Nobutaka, Kita Yasuyuki: Fluoroalcohols: versatile solvents in hypervalent iodine chemistry and syntheses of diaryliodonium(III) salts. Tetrahedron 2010, 66, 5775. <http://dx.doi.org/10.1016/j.tet.2010.04.116>
  • Yakura Takayuki, Omoto Masanori, Yamauchi Yû, Tian Yuan, Ozono Ayaka: Hypervalent iodine oxidation of phenol derivatives using a catalytic amount of 4-iodophenoxyacetic acid and Oxone® as a co-oxidant. Tetrahedron 2010, 66, 5833. <http://dx.doi.org/10.1016/j.tet.2010.04.124>
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  • Kita Yasuyuki, Takenaga Naoko, Uchiyama Teruyoshi, Kato Daishi, Fujioka Hiromichi, Dohi Toshifumi: Efficient Phenolic Oxidations to Construct ortho-Spirolactone Structures Using Oxo-Bridged Hypervalent Iodine(III) Compound. HETEROCYCLES 2010, 82, 1327. <http://dx.doi.org/10.3987/COM-10-S(E)79>
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  • Minamitsuji Yutaka, Kato Daishi, Fujioka Hiromichi, Dohi Toshifumi, Kita Yasuyuki: Organoiodine-Catalyzed Oxidative Spirocyclization of Phenols using Peracetic Acid as a Green and Economic Terminal Oxidant. Aust J Chem 2009, 62, 648. <http://dx.doi.org/10.1071/CH09148>
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  • Campbell Jeffrey A, Broka Chris A, Gong Leyi, Walker Keith A.M, Wang Jin-Hai: A new synthesis of 3-arylthioindoles as selective COX-2 inhibitors using PIFA. Tetrahetron Lett 2004, 45, 4073. <http://dx.doi.org/10.1016/j.tetlet.2004.03.153>
  • KITA Yasuyuki: Development of Novel Synthetic Organic Reactions: Synthesis of Antitumor Natural Products and Leading Compounds for New Pharmaceuticals. YAKUGAKU ZASSHI 2002, 122, 1011. <http://dx.doi.org/10.1248/yakushi.122.1011>
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  • Katohgi Masashi, Togo Hideo, Yamaguchi Kentaro, Yokoyama Masataka: New synthetic method to 1,2-benzisothiazoline-3-one- 1,1-dioxides and 1,2-benzisothiazoline-3-one-1-oxides from N-alkyl(o-methyl) arenesulfonamides. Tetrahedron 1999, 55, 14885. <http://dx.doi.org/10.1016/S0040-4020(99)00974-6>