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Volumn 9, Issue 2, 2012, Pages 133-137

Copper-catalyzed nitration of arylboronic acids with nitrite salts under mild conditions: An efficient synthesis of nitroaromatics

Author keywords

Arylboronic acids; Copper catalyst; Nitration

Indexed keywords


EID: 84860596606     PISSN: 15701786     EISSN: None     Source Type: Journal    
DOI: 10.2174/157017812800221717     Document Type: Article
Times cited : (19)

References (27)
  • 6
    • 3142712369 scopus 로고    scopus 로고
    • Ipso-nitration of arylboronic acids with chlorotrimethylsilane-nitrate salts
    • DOI 10.1021/ol0493249
    • Prakash, G. K. S.; Panja, C.; Mathew, T.; Surampudi, V.; Petasis, N. A.; Olah, G. A. ipso-Nitration of arylboronic acids with chlorotrimethylsilane- nitrate salts. Org. Lett. 2004, 6, 2205-2207. (Pubitemid 38918702)
    • (2004) Organic Letters , vol.6 , Issue.13 , pp. 2205-2207
    • Surya Prakash, G.K.1    Panja, C.2    Mathew, T.3    Surampudi, V.4    Petasis, N.A.5    Olah, G.A.6
  • 7
    • 20444397033 scopus 로고    scopus 로고
    • Copper-catalyzed coupling of aryl halides and nitrite salts: A mild Ullmann-type synthesis of aromatic nitro compounds
    • DOI 10.1016/j.tetlet.2005.05.033, PII S0040403905010300
    • Saito, S.; Koizumi, Y. Copper-catalyzed coupling of aryl halides and nitrite salts: a mild Ullmann-type synthesis of aromatic nitro compounds. Tetrahedron Lett. 2005, 46, 4715-4717. (Pubitemid 40798961)
    • (2005) Tetrahedron Letters , vol.46 , Issue.28 , pp. 4715-4717
    • Saito, S.1    Koizumi, Y.2
  • 8
    • 70349097276 scopus 로고    scopus 로고
    • Pd-catalyzed conversion of aryl chlorides, triflates, and nonaflates to nitroaromatics
    • Fors, B. P.; Buchwald, S. L. Pd-catalyzed conversion of aryl chlorides, triflates, and nonaflates to nitroaromatics. J. Am. Chem. Soc. 2009, 131, 12898-12899.
    • (2009) J. Am. Chem. Soc. , vol.131 , pp. 12898-12899
    • Fors, B.P.1    Buchwald, S.L.2
  • 10
    • 2042507954 scopus 로고
    • Palladium-catalyzed cross-coupling reactions of organoboron compounds
    • Miyaura, N.; Suzuki, A. Palladium-catalyzed cross-coupling reactions of organoboron compounds. Chem. Rev. 1995, 95, 2457-2483.
    • (1995) Chem. Rev. , vol.95 , pp. 2457-2483
    • Miyaura, N.1    Suzuki, A.2
  • 11
    • 0033605298 scopus 로고    scopus 로고
    • Solid supported aryl/heteroaryl C-N cross-coupling reactions
    • DOI 10.1016/S0040-4039(99)00026-X, PII S004040399900026X
    • Combs, A. P.; Saubern, S.; Rafalski, M.; Lam, P. Y. S. Solid supported arylheteroaryl C-N cross-coupling reactions. Tetrahedron Lett. 1999, 40, 1623-1626; (Pubitemid 29087258)
    • (1999) Tetrahedron Letters , vol.40 , Issue.9 , pp. 1623-1626
    • Combs, A.P.1    Saubern, S.2    Rafalski, M.3    Lam, P.Y.S.4
  • 12
    • 0034115347 scopus 로고    scopus 로고
    • Copper promoted aryl/saturated heterocyclic C-N bond cross-coupling with arylboronic acid and arylstannane
    • Lam, P. Y. S.; Clark, C. G.; Saubern, S.; Adams, J.; Averill, K. M.; Chan, D. M. T.; Combs, A. Copper promoted aryl/saturated heterocyclic C-N bond crosscoupling with arylboronic acid and arylstannane. Synlett. 2000, 674-676. (Pubitemid 30339890)
    • (2000) Synlett , Issue.5 , pp. 674-676
    • Lam, P.Y.S.1    Clark, C.G.2    Saubern, S.3    Adams, J.4    Averill, K.M.5    Chan, D.M.T.6    Combs, A.7
  • 13
    • 78049501331 scopus 로고    scopus 로고
    • Influence of β-substituents in aldol reactions of boron enolates of β-alkoxy methylketone
    • Chu, L. L.; Qing, F. L. Influence of β-substituents in aldol reactions of boron enolates of β-alkoxy methylketone. Org. Lett. 2010, 12, 5060-5063.
    • (2010) Org. Lett. , vol.12 , pp. 5060-5063
    • Chu, L.L.1    Qing, F.L.2
  • 14
    • 77955786895 scopus 로고    scopus 로고
    • Cyanation of arenes via iridium-catalyzed borylation
    • Liskey, C. W.; Liao, X.; Hartwig, J. F. Cyanation of arenes via iridium-catalyzed borylation. J. Am.Chem. Soc. 2010, 132, 11389-11391.
    • (2010) J. Am.Chem. Soc. , vol.132 , pp. 11389-11391
    • Liskey, C.W.1    Liao, X.2    Hartwig, J.F.3
  • 15
    • 59049095659 scopus 로고    scopus 로고
    • Easy copper-catalyzed synthesis of primary aromatic amines by couplings aromatic boronic acids with aqueous ammonia at room temperature
    • Rao, H.; Fu, H.; Jiang, Y.; Zhao, Y. Easy copper-catalyzed synthesis of primary aromatic amines by couplings aromatic boronic acids with aqueous ammonia at room temperature. Angew. Chem., Int. Ed. 2009, 48, 1114-1116.
    • (2009) Angew. Chem., Int. Ed. , vol.48 , pp. 1114-1116
    • Rao, H.1    Fu, H.2    Jiang, Y.3    Zhao, Y.4
  • 16
    • 77950429181 scopus 로고    scopus 로고
    • Copper-promoted coupling of vinyl boronates and alcohols: A mild synthesis of allyl vinyl ethers
    • Shade, R. E.; Alan, M.; Hyde, A. M.; Olsen, J.-C.; Merlic, C. A. Copper-promoted coupling of vinyl boronates and alcohols: a mild synthesis of allyl vinyl ethers. J. Am. Chem. Soc. 2010, 132, 1202-1203.
    • (2010) J. Am. Chem. Soc. , vol.132 , pp. 1202-1203
    • Shade, R.E.1    Alan, M.2    Hyde, A.M.3    Olsen, J.-C.4    Merlic, C.A.5
  • 17
    • 34548147496 scopus 로고    scopus 로고
    • A general copper-catalyzed sulfonylation of arylboronic acids
    • Kar, A.; Sayyed, I. A.; Lo, W. F.; Kaiser, H. M.; Beller, M.; Tse, M. K. A general copper-catalyzed sulfonylation of arylboronic acids. Org. Lett. 2007, 9, 3405-3408.
    • (2007) Org. Lett. , vol.9 , pp. 3405-3408
    • Kar, A.1    Sayyed, I.A.2    Lo, W.F.3    Kaiser, H.M.4    Beller, M.5    Tse, M.K.6
  • 18
    • 77949858787 scopus 로고    scopus 로고
    • Copper-catalyzed chlorination of functionalized arylboronic acids
    • Wu, H.; Hynes, Jr. J. Copper-catalyzed chlorination of functionalized arylboronic acids. Org. Lett. 2010, 12, 1192-1195.
    • (2010) Org. Lett. , vol.12 , pp. 1192-1195
    • Wu, H.1    Hynes Jr., J.2
  • 19
    • 79955427236 scopus 로고    scopus 로고
    • Coppercatalyzed C-P bond construction via direct coupling of phenylboronic acids with H-phosphonate diesters
    • Zhuang, R. G.; Xu, J.; Cai, Z. S.; Tang, G.; Fang, M. J.; Zhao, Y. F. Coppercatalyzed C-P bond construction via direct coupling of phenylboronic acids with H-phosphonate diesters. Org. Lett. 2011, 13, 2110-2113.
    • (2011) Org. Lett. , vol.13 , pp. 2110-2113
    • Zhuang, R.G.1    Xu, J.2    Cai, Z.S.3    Tang, G.4    Fang, M.J.5    Zhao, Y.F.6
  • 20
    • 53049101677 scopus 로고    scopus 로고
    • An efficient Ullmann-type C-O bond formation catalyzed by an air-stable copper(I)-bipyridyl complex
    • Niu, J. J.; Zhou, H.; Li, Z. G.; Xu, J. W.; Hu, S. J. An efficient Ullmann-type C-O bond formation catalyzed by an air-stable copper(I)-bipyridyl complex. J. Org. Chem. 2008, 73, 7814-7817.
    • (2008) J. Org. Chem. , vol.73 , pp. 7814-7817
    • Niu, J.J.1    Zhou, H.2    Li, Z.G.3    Xu, J.W.4    Hu, S.J.5
  • 21
    • 58549097866 scopus 로고    scopus 로고
    • Selective oxidation of aromatic amines to nitro derivatives using potassium iodide-tert-butyl hydroperoxide catalytic system
    • Reddy, K. R.; Maheswari, C. U.; Venkateshwar, M.; Kantam, M. L. Selective oxidation of aromatic amines to nitro derivatives using potassium iodide-tert-butyl hydroperoxide catalytic system. Adv. Synth. Catal. 2009, 351, 93-96.
    • (2009) Adv. Synth. Catal. , vol.351 , pp. 93-96
    • Reddy, K.R.1    Maheswari, C.U.2    Venkateshwar, M.3    Kantam, M.L.4
  • 22
    • 58149154561 scopus 로고    scopus 로고
    • Diversity in gold-and silver-catalyzed cycloisomerization of epoxide-alkyne functionalities
    • Martins, A.; Lautens, M. Diversity in gold-and silver-catalyzed cycloisomerization of epoxide-alkyne functionalities. Org. Lett. 2008, 10, 5095-5097
    • (2008) Org. Lett. , vol.10 , pp. 5095-5097
    • Martins, A.1    Lautens, M.2
  • 23
    • 77749254929 scopus 로고    scopus 로고
    • Rh(I)-catalyzed decarboxylative transformations of arenecarboxylic acids: Ligand-and reagent-controlled selectivity toward hydrodecarboxylation or Heck-Mizoroki products
    • Sun, Z.; Zhang, J.; Zhao, P. Rh(I)-catalyzed decarboxylative transformations of arenecarboxylic acids: ligand-and reagent-controlled selectivity toward hydrodecarboxylation or Heck-Mizoroki products. Org. Lett. 2010, 12, 992-995.
    • (2010) Org. Lett. , vol.12 , pp. 992-995
    • Sun, Z.1    Zhang, J.2    Zhao, P.3
  • 24
    • 70450172140 scopus 로고    scopus 로고
    • Silvercatalysed protodecarboxylation of othor-substituted carboxylic acids
    • Tan, X. S.; Deng, W. P.; Liu, M.; Zhang, Q. H.; Wang, Y. Silvercatalysed protodecarboxylation of othor-substituted carboxylic acids. Chem. Commum. 2009, 45, 7176-7178.
    • (2009) Chem. Commum. , vol.45 , pp. 7176-7178
    • Tan, X.S.1    Deng, W.P.2    Liu, M.3    Zhang, Q.H.4    Wang, Y.5
  • 26
    • 50149084068 scopus 로고    scopus 로고
    • Aromatic nitration in liquid Ag0.51K0.42Na0.07NO3
    • Mascal, M.; Yin, L. X.; Edwards, R.; Jarosh, M. Aromatic nitration in liquid Ag0.51K0.42Na0.07NO3. J. Org. Chem. 2008, 73, 6148-6151.
    • (2008) J. Org. Chem. , vol.73 , pp. 6148-6151
    • Mascal, M.1    Yin, L.X.2    Edwards, R.3    Jarosh, M.4
  • 27
    • 79952129817 scopus 로고    scopus 로고
    • Continuous flow ozonolysis in a laboratory scale reactor
    • Irfan, M.; Glasnov, T. N.; Kappe, C. O. Continuous flow ozonolysis in a laboratory scale reactor. Org. Lett. 2011, 13, 984-987.
    • (2011) Org. Lett. , vol.13 , pp. 984-987
    • Irfan, M.1    Glasnov, T.N.2    Kappe, C.O.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.