메뉴 건너뛰기




Volumn 2014, Issue , 2014, Pages

An efficient synthesis of phenols via oxidative hydroxylation of arylboronic acids using (NH4)2S2O8

Author keywords

[No Author keywords available]

Indexed keywords


EID: 84897507486     PISSN: 20909063     EISSN: 20909071     Source Type: Journal    
DOI: 10.1155/2014/569572     Document Type: Article
Times cited : (12)

References (36)
  • 6
    • 0034096273 scopus 로고    scopus 로고
    • The antioxidant/anticancer potential of phenolic compounds isolated from olive oil
    • DOI 10.1016/S0959-8049(00)00103-9, PII S0959804900001039
    • Owen R. W., Giacosa A., Hull W. E., Haubner R., Spiegelhalder B., Bartsch H., The antioxidant/anticancer potential of phenolic compounds isolated from olive oil. European Journal of Cancer 2000 36 10 1235 1247 2-s2.0-0034096273 10.1016/S0959-8049(00)00103-9 (Pubitemid 30407011)
    • (2000) European Journal of Cancer , vol.36 , Issue.10 , pp. 1235-1247
    • Owen, R.W.1    Giacosa, A.2    Hull, W.E.3    Haubner, R.4    Spiegelhalder, B.5    Bartsch, H.6
  • 7
    • 13244262745 scopus 로고    scopus 로고
    • Phenolics with antiviral activity from Millettia erythrocalyx and Artocarpus lakoocha
    • DOI 10.1080/14786410410001704813
    • Likhitwitayawuid K., Sritularak B., Benchanak K., Lipipun V., Mathew J., Schinazi R. F., Phenolics with antiviral activity from Millettia erythrocalyx and Artocarpus lakoocha. Natural Product Research 2005 19 2 177 182 2-s2.0-13244262745 10.1080/14786410410001704813 (Pubitemid 40185886)
    • (2005) Natural Product Research , vol.19 , Issue.2 , pp. 177-182
    • Likhitwitayawuid, K.1    Sritularak, B.2    Benchanak, K.3    Lipipun, V.4    Mathew, J.5    Schinazi, R.F.6
  • 9
    • 0035405365 scopus 로고    scopus 로고
    • Mechanism of cardioprotection by resveratrol, a phenolic antioxidant present in red wine (review)
    • 2-s2.0-0035405365
    • Wu J. M., Wang Z. R., Hsieh T. C., Bruder J. L., Zou J. G., Huang Y. Z., Mechanism of cardioprotection by resveratrol, a phenolic antioxidant present in red wine (review). International Journal of Molecular Medicine 2001 8 1 3 17 2-s2.0-0035405365
    • (2001) International Journal of Molecular Medicine , vol.8 , Issue.1 , pp. 3-17
    • Wu, J.M.1    Wang, Z.R.2    Hsieh, T.C.3    Bruder, J.L.4    Zou, J.G.5    Huang, Y.Z.6
  • 11
    • 77956405695 scopus 로고    scopus 로고
    • Copper-catalyzed direct preparation of phenols from aryl halides
    • 2-s2.0-77956405695 10.1016/j.catcom.2010.07.011
    • Mehmood A., Leadbeater N. E., Copper-catalyzed direct preparation of phenols from aryl halides. Catalysis Communications 2010 12 1 64 66 2-s2.0-77956405695 10.1016/j.catcom.2010.07.011
    • (2010) Catalysis Communications , vol.12 , Issue.1 , pp. 64-66
    • Mehmood, A.1    Leadbeater, N.E.2
  • 12
    • 0037238563 scopus 로고    scopus 로고
    • Strategies for the preparation of differentially protected ortho-prenylated phenols
    • Hoarau C., Pettus T. R. R., Strategies for the preparation of differentially protected ortho -prenylated phenols. Synlett 2003 1 127 137 2-s2.0-0037238563 (Pubitemid 36110814)
    • (2003) Synlett , Issue.1 , pp. 127-137
    • Hoarau, C.1    Pettus, T.R.R.2
  • 13
    • 58349105365 scopus 로고    scopus 로고
    • Practical imidazole-based phosphine ligands for selective palladium-catalyzed hydroxylation of aryl halides
    • 2-s2.0-58349105365 10.1002/anie.200804898
    • Schulz T., Torborg C., Schäffner B., Huang J., Zapf A., Kadyrov R., Börner A., Beller M., Practical imidazole-based phosphine ligands for selective palladium-catalyzed hydroxylation of aryl halides. Angewandte Chemie 2009 48 5 918 921 2-s2.0-58349105365 10.1002/anie.200804898
    • (2009) Angewandte Chemie , vol.48 , Issue.5 , pp. 918-921
    • Schulz, T.1    Torborg, C.2    Schäffner, B.3    Huang, J.4    Zapf, A.5    Kadyrov, R.6    Börner, A.7    Beller, M.8
  • 14
    • 33845633975 scopus 로고    scopus 로고
    • Oxidative homo-coupling of potassium aryltrifluoroborates catalyzed by gold nanocluster under aerobic conditions
    • DOI 10.1016/j.jorganchem.2006.04.054, PII S0022328X06006589, Reaction Control in Dynamic Complexes
    • Sakurai H., Tsunoyama H., Tsukuda T., Oxidative homo-coupling of potassium aryltrifluoroborates catalyzed by gold nanocluster under aerobic conditions. Journal of Organometallic Chemistry 2007 692 1-3 368 374 2-s2.0-33845633975 10.1016/j.jorganchem.2006.04.054 (Pubitemid 44958670)
    • (2007) Journal of Organometallic Chemistry , vol.692 , Issue.1-3 , pp. 368-374
    • Sakurai, H.1    Tsunoyama, H.2    Tsukuda, T.3
  • 15
    • 84875266912 scopus 로고    scopus 로고
    • An efficient synthesis of L-3,4,5-trioxygenated phenylalanine compounds from L-tyrosine
    • 10.1016/j.tet.2013.02.079
    • Chen R., Liu H., Liu X., Chen X., An efficient synthesis of L-3,4,5-trioxygenated phenylalanine compounds from L-tyrosine. Tetrahedron 2013 69 17 3565 3570 10.1016/j.tet.2013.02.079
    • (2013) Tetrahedron , vol.69 , Issue.17 , pp. 3565-3570
    • Chen, R.1    Liu, H.2    Liu, X.3    Chen, X.4
  • 17
    • 37049175526 scopus 로고
    • CCLXXX. Studies of the boron-carbon linkage. Part I: The oxidation and nitration of phenyl-boric acid
    • 10.1039/JR9300002171 2-s2.0-37049175526
    • Ainley A. D., Challenger F., CCLXXX. Studies of the boron-carbon linkage. Part I: the oxidation and nitration of phenyl-boric acid. Journal of the Chemical Society 1930 2171 2180 10.1039/JR9300002171 2-s2.0-37049175526
    • (1930) Journal of the Chemical Society , pp. 2171-2180
    • Ainley, A.D.1    Challenger, F.2
  • 18
    • 0038738377 scopus 로고
    • Electrophilic displacement reactions. III: Kinetics of the reaction between hydrogen peroxide and benzeneboronic acid
    • 2-s2.0-0038738377
    • Kuivila H. G., Electrophilic displacement reactions. III: kinetics of the reaction between hydrogen peroxide and benzeneboronic acid. Journal of the American Chemical Society 1954 76 3 870 874 2-s2.0-0038738377
    • (1954) Journal of the American Chemical Society , vol.76 , Issue.3 , pp. 870-874
    • Kuivila, H.G.1
  • 19
    • 0035951550 scopus 로고    scopus 로고
    • Regioselective conversion of arylboronic acids to phenols and subsequent coupling to symmetrical diaryl ethers
    • DOI 10.1021/jo0015873
    • Simon J., Salzbrunn S., Surya Prakash G. K., Petasis N. A., Olah G. A., Regioselective conversion of arylboronic acids to phenols and subsequent coupling to symmetrical diaryl ethers. Journal of Organic Chemistry 2001 66 2 633 634 2-s2.0-0035951550 10.1021/jo0015873 (Pubitemid 32105590)
    • (2001) Journal of Organic Chemistry , vol.66 , Issue.2 , pp. 633-634
    • Simon, J.1    Salzbrunn, S.2    Surya Prakash, G.K.3    Petasis, N.A.4    Olah, G.A.5
  • 20
    • 85047670605 scopus 로고
    • A facile oxidation of boronic acids and boronic esters
    • 2-s2.0-0029072938
    • Webb K. S., Levy D., A facile oxidation of boronic acids and boronic esters. Tetrahedron Letters 1995 36 29 5117 5118 2-s2.0-0029072938
    • (1995) Tetrahedron Letters , vol.36 , Issue.29 , pp. 5117-5118
    • Webb, K.S.1    Levy, D.2
  • 21
    • 0037865459 scopus 로고    scopus 로고
    • C-H activation/borylation/oxidation: A one-pot unified route to meta-substituted phenols bearing ortho-/para-directing groups
    • DOI 10.1021/ja0349857
    • Maleczka R. E. Jr., Shi F., Holmes D., Smith M. R. III, Regioselective conversion of arylboronic acids to phenols and subsequent coupling to symmetrical diaryl ethers. Journal of the American Chemical Society 2003 125 26 7792 7793 10.1021/ja0349857 (Pubitemid 36782143)
    • (2003) Journal of the American Chemical Society , vol.125 , Issue.26 , pp. 7792-7793
    • Maleczka Jr., R.E.1    Shi, F.2    Holmes, D.3    Smith III, M.R.4
  • 22
    • 33947178929 scopus 로고    scopus 로고
    • A mild conversion of arylboronic acids and their pinacolyl boronate esters into phenols using hydroxylamine
    • DOI 10.1016/j.tetlet.2007.02.069, PII S0040403907003474
    • Kianmehr E., Yahyaee M., Tabatabai K., A mild conversion of arylboronic acids and their pinacolyl boronate esters into phenols using hydroxylamine. Tetrahedron Letters 2007 48 15 2713 2715 2-s2.0-33947178929 10.1016/j.tetlet. 2007.02.069 (Pubitemid 46400805)
    • (2007) Tetrahedron Letters , vol.48 , Issue.15 , pp. 2713-2715
    • Kianmehr, E.1    Yahyaee, M.2    Tabatabai, K.3
  • 23
    • 67650469674 scopus 로고    scopus 로고
    • Regioselective synthesis of phenols and halophenols from arylboronie acids using solid poly(N -vinylpyrrolidone)/hydrogen peroxide and poly(4-vinylpyridine) /hydrogen peroxide complexes
    • 2-s2.0-67650469674 10.1002/adsc.200900071
    • Prakash G. K. S., Chacko S., Panja C., Thomas T. E., Gurung L., Rasul G., Mathew T., Olah G. A., Regioselective synthesis of phenols and halophenols from arylboronie acids using solid poly(N -vinylpyrrolidone)/hydrogen peroxide and poly(4-vinylpyridine) /hydrogen peroxide complexes. Advanced Synthesis and Catalysis 2009 351 10 1567 1574 2-s2.0-67650469674 10.1002/adsc.200900071
    • (2009) Advanced Synthesis and Catalysis , vol.351 , Issue.10 , pp. 1567-1574
    • Prakash, G.K.S.1    Chacko, S.2    Panja, C.3    Thomas, T.E.4    Gurung, L.5    Rasul, G.6    Mathew, T.7    Olah, G.A.8
  • 24
    • 77951866851 scopus 로고    scopus 로고
    • Highly efficient synthesis of phenols by copper-catalyzed oxidative hydroxylation of arylboronic acids at room temperature in water
    • 2-s2.0-77951866851 10.1021/ol1003884
    • Xu J., Wang X., Shao C., Su D., Cheng G., Hu Y., Highly efficient synthesis of phenols by copper-catalyzed oxidative hydroxylation of arylboronic acids at room temperature in water. Organic Letters 2010 12 9 1964 1967 2-s2.0-77951866851 10.1021/ol1003884
    • (2010) Organic Letters , vol.12 , Issue.9 , pp. 1964-1967
    • Xu, J.1    Wang, X.2    Shao, C.3    Su, D.4    Cheng, G.5    Hu, Y.6
  • 25
    • 80054744490 scopus 로고    scopus 로고
    • Micellar system in copper-catalysed hydroxylation of arylboronic acids: Facile access to phenols
    • 2-s2.0-80054744490 10.1039/c1cc14974a
    • Inamoto K., Nozawa K., Yonemoto M., Kondo Y., Micellar system in copper-catalysed hydroxylation of arylboronic acids: facile access to phenols. Chemical Communications 2011 47 42 11775 11777 2-s2.0-80054744490 10.1039/c1cc14974a
    • (2011) Chemical Communications , vol.47 , Issue.42 , pp. 11775-11777
    • Inamoto, K.1    Nozawa, K.2    Yonemoto, M.3    Kondo, Y.4
  • 26
    • 84859817112 scopus 로고    scopus 로고
    • An iodine-promoted, mild and efficient method for the synthesis of phenols from arylboronic acids
    • 2-s2.0-84859817112 10.1055/s-0031-1290654
    • Gogoi A., Bora U., An iodine-promoted, mild and efficient method for the synthesis of phenols from arylboronic acids. Synlett 2012 23 7 1079 1081 2-s2.0-84859817112 10.1055/s-0031-1290654
    • (2012) Synlett , vol.23 , Issue.7 , pp. 1079-1081
    • Gogoi, A.1    Bora, U.2
  • 27
    • 84862908213 scopus 로고    scopus 로고
    • Highly efficient aerobic oxidative hydroxylation of arylboronic acids: Photoredox catalysis using visible light
    • 2-s2.0-84855800921 10.1002/anie.201107028
    • Zou Y. Q., Chen J. R., Liu X. P., Lu L. Q., Davis R. L., Jørgensen K. A., Xiao W. J., Highly efficient aerobic oxidative hydroxylation of arylboronic acids: photoredox catalysis using visible light. Angewandte Chemie 2012 51 3 784 788 2-s2.0-84855800921 10.1002/anie.201107028
    • (2012) Angewandte Chemie , vol.51 , Issue.3 , pp. 784-788
    • Zou, Y.Q.1    Chen, J.R.2    Liu, X.P.3    Lu, L.Q.4    Davis, R.L.5    Jørgensen, K.A.6    Xiao, W.J.7
  • 28
    • 84862894251 scopus 로고    scopus 로고
    • A practical electromediated ipso -hydroxylation of aryl and alkyl boronic acids under an air atmosphere
    • 10.1039/c2cc32711b
    • Jiang H., Lykke L., Pedersen S. U., Xiao W. J., Jørgensen K. A., A practical electromediated ipso -hydroxylation of aryl and alkyl boronic acids under an air atmosphere. Chemical Communications 2012 48 7203 7205 10.1039/c2cc32711b
    • (2012) Chemical Communications , vol.48 , pp. 7203-7205
    • Jiang, H.1    Lykke, L.2    Pedersen, S.U.3    Xiao, W.J.4    Jørgensen, K.A.5
  • 29
    • 84863617598 scopus 로고    scopus 로고
    • Mild and rapid hydroxylation of aryl/heteroaryl boronic acids and boronate esters with N -oxides
    • 10.1021/ol301463c
    • Zhu C., Wang R., Falck J. R., Mild and rapid hydroxylation of aryl/heteroaryl boronic acids and boronate esters with N -oxides. Organic Letters 2012 14 3494 3497 10.1021/ol301463c
    • (2012) Organic Letters , vol.14 , pp. 3494-3497
    • Zhu, C.1    Wang, R.2    Falck, J.R.3
  • 30
    • 84867269544 scopus 로고    scopus 로고
    • Catalysis by Amberlite IR-120 resin: A rapid and green method for the synthesis of phenols from arylboronic acids under metal, ligand, and base-free conditions
    • Mulakayala N., Ismail, Kumar K. M., Rapolu R. K., Kandagatla B., Rao P., Oruganti S., Pal M., Catalysis by Amberlite IR-120 resin: a rapid and green method for the synthesis of phenols from arylboronic acids under metal, ligand, and base-free conditions. Tetrahedron Letters 2012 53 45 6004 6007
    • (2012) Tetrahedron Letters , vol.53 , Issue.45 , pp. 6004-6007
    • Mulakayala, N.1    Ismail2    Kumar, K.M.3    Rapolu, R.K.4    Kandagatla, B.5    Rao, P.6    Oruganti, S.7    Pal, M.8
  • 31
    • 84875220519 scopus 로고    scopus 로고
    • A mild and efficient protocol for the ipso -hydroxylation of arylboronic acids
    • Gogoi A., Bora U., A mild and efficient protocol for the ipso -hydroxylation of arylboronic acids. Tetrahedron Letters 2013 54 1821 1823
    • (2013) Tetrahedron Letters , vol.54 , pp. 1821-1823
    • Gogoi, A.1    Bora, U.2
  • 32
    • 84873386664 scopus 로고    scopus 로고
    • A mild and highly efficient conversion of arylboronic acids into phenols by oxidation with MCPBA
    • 10.1055/s-0032-1318197
    • Chen D. S., Huang J. M., A mild and highly efficient conversion of arylboronic acids into phenols by oxidation with MCPBA. Synlett 2013 24 4 499 501 10.1055/s-0032-1318197
    • (2013) Synlett , vol.24 , Issue.4 , pp. 499-501
    • Chen, D.S.1    Huang, J.M.2
  • 33
    • 84887220680 scopus 로고    scopus 로고
    • Ipso -Hydroxylation of arylboronic acids and boronate esters by using sodium chlorite as an oxidant in water
    • 10.1002/ejoc.201301228
    • Gogoi P., Bezboruah P., Gogoi J., Boruah R. C., ipso -Hydroxylation of arylboronic acids and boronate esters by using sodium chlorite as an oxidant in water. European Journal of Organic Chemistry 2013 2013 32 7291 7294 10.1002/ejoc.201301228
    • (2013) European Journal of Organic Chemistry , vol.2013 , Issue.32 , pp. 7291-7294
    • Gogoi, P.1    Bezboruah, P.2    Gogoi, J.3    Boruah, R.C.4
  • 34
    • 0001115204 scopus 로고
    • Iron(II) catalyzed persulfate oxidation of alkenes to vicinal diacetates
    • 2-s2.0-0001115204
    • Fristad W. E., Peterson J. R., Iron(II) catalyzed persulfate oxidation of alkenes to vicinal diacetates. Tetrahedron Letters 1983 24 42 4547 4550 2-s2.0-0001115204
    • (1983) Tetrahedron Letters , vol.24 , Issue.42 , pp. 4547-4550
    • Fristad, W.E.1    Peterson, J.R.2
  • 36
    • 0343431933 scopus 로고
    • Oxidation of substituted aromatic compounds by peroxydisulphate. Homolytic benzylation and oxidative coupling reaction
    • Clerici A., Porta O., Oxidation of substituted aromatic compounds by peroxydisulphate. Homolytic benzylation and oxidative coupling reaction. Journal of Chemistry 1980 58 19 2117 2119
    • (1980) Journal of Chemistry , vol.58 , Issue.19 , pp. 2117-2119
    • Clerici, A.1    Porta, O.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.