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Volumn 44, Issue , 2013, Pages 91-120

The discovery and development of a palladium(II)-catalyzed oxidative cross-coupling of two unactivated arenes

Author keywords

C H functionalization; Indole; Oxidative cross coupling; Palladium

Indexed keywords


EID: 84870588257     PISSN: 14366002     EISSN: None     Source Type: Book Series    
DOI: 10.1007/3418-2012-52     Document Type: Article
Times cited : (19)

References (56)
  • 2
    • 0346919917 scopus 로고    scopus 로고
    • Oxidative aryl-coupling reactions in synthesis
    • Astruc D (ed Wiley-VCH, Weinheim
    • Lessene G, Feldman KS (2002) Oxidative aryl-coupling reactions in synthesis. In: Astruc D (ed) Modern arene chemistry. Wiley-VCH, Weinheim
    • (2002) Modern Arene Chemistry
    • Lessene, G.1    Feldman, K.S.2
  • 3
    • 0036589259 scopus 로고    scopus 로고
    • Aryl-aryl bond formation one century after the discovery of the Ullmann reaction
    • DOI 10.1021/cr000664r
    • Hassan J, Svignon M, Gozzi C, Schultz E, Lemaire M (2002) Aryl-Aryl bond formation one century after the discovery of the Ullman reaction. Chem Rev 102:1359-1469 (Pubitemid 35377647)
    • (2002) Chemical Reviews , vol.102 , Issue.5 , pp. 1359-1469
    • Hassan, J.1    Sevignon, M.2    Gozzi, C.3    Schulz, E.4    Lemaire, M.5
  • 5
    • 79960245915 scopus 로고    scopus 로고
    • Cross-coupling reactions of organoboranes: An easy way to construct C-C bonds (nobel lecture
    • Suzuki A (2011) Cross-coupling reactions of organoboranes: An easy way to construct C-C bonds (Nobel lecture). Angew Chem Int Ed 50:6722-6737
    • (2011) Angew Chem Int Ed , vol.50 , pp. 6722-6737
    • Suzuki, A.1
  • 6
    • 79960264489 scopus 로고    scopus 로고
    • Magical power of transition metal: Past, present, and future (Nobel lecture
    • Negishi E (2011) Magical power of transition metal: Past, present, and future (Nobel lecture). Angew Chem Int Ed 50:6738-6764
    • (2011) Angew Chem Int Ed , vol.50 , pp. 6738-6764
    • Negishi, E.1
  • 7
    • 33846918696 scopus 로고    scopus 로고
    • Aryl-aryl bond formation by transition-metal-catalyzed direct arylation
    • DOI 10.1021/cr0509760
    • Alberico D, Scott ME, Lautens M (2007) Aryl-Aryl bond formation by transition-metalcatalyzed direct arylation. Chem Rev 107:174-238 (Pubitemid 46237369)
    • (2007) Chemical Reviews , vol.107 , Issue.1 , pp. 174-238
    • Alberico, D.1    Scott, M.E.2    Lautens, M.3
  • 8
    • 34248361209 scopus 로고    scopus 로고
    • Recent advances in intermolecular direct arylation reactions
    • Campeau L-C, Stuart DR, Fagnou K (2007) Recent advances in intermolecular direct arylation reactions. Aldrichmica Acta 40:35-41
    • (2007) Aldrichmica Acta , vol.40 , pp. 35-41
    • Campeau, L.-C.1    Stuart, D.R.2    Fagnou, K.3
  • 9
    • 34250655628 scopus 로고    scopus 로고
    • Direct transition-metal-catalyzed functionalization of heteroaromatic compounds
    • Seregin IV, Gevorgyan V (2007) Direct transition-metal-catalyzed functionalization of heteroaromatic compounds. Chem Soc Rev 36:1173-1193
    • (2007) Chem Soc Rev , vol.36 , pp. 1173-1193
    • Seregin, I.V.1    Gevorgyan, V.2
  • 10
    • 77349090183 scopus 로고    scopus 로고
    • Rhodium-catalyzed C-C bond formation via heteroatom-directed C-H bond activation
    • Colby DA, Bergman RG, Ellman JA (2009) Rhodium-catalyzed C-C bond formation via heteroatom-directed C-H bond activation. Chem Rev 110:624-655
    • (2009) Chem Rev , vol.110 , pp. 624-655
    • Colby, D.A.1    Bergman, R.G.2    Ellman, J.A.3
  • 11
    • 79952676713 scopus 로고    scopus 로고
    • Bond formations between two nucleophiles: Transition metal catalyzed oxidative cross-coupling reactions
    • Liu C, Zhang H, Shi W, Lei A (2011) Bond formations between two nucleophiles: Transition metal catalyzed oxidative cross-coupling reactions. Chem Rev 111:1780-1824
    • (2011) Chem Rev , vol.111 , pp. 1780-1824
    • Liu, C.1    Zhang, H.2    Shi, W.3    Lei, A.4
  • 12
    • 37049103266 scopus 로고
    • Kinetics and mechanism of orthopalladation of ring-substituted N,N-dimethylbenzylamines
    • Ryabov AD, Sakodinskaya IK, Yatsimirsky AK (1985) Kinetics and mechanism of orthopalladation of ring-substituted N,N-dimethylbenzylamines. J Chem Soc Dalton Trans 2629
    • (1985) J Chem Soc Dalton Trans , pp. 2629
    • Ryabov, A.D.1    Sakodinskaya, I.K.2    Yatsimirsky, A.K.3
  • 13
    • 0042728760 scopus 로고
    • Mechanisms of intramolecular activation of carbon-hydrogen bonds in transition-metal complexes
    • Ryabov AD (1990) Mechanisms of intramolecular activation of carbon-hydrogen bonds in transition-metal complexes. Chem Rev 90:403-424
    • (1990) Chem Rev , vol.90 , pp. 403-424
    • Ryabov, A.D.1
  • 14
    • 33845938814 scopus 로고    scopus 로고
    • Palladium-catalyzed benzene arylation: Incorporation of catalytic pivalic acid as a proton shuttle and a key element in catalyst design
    • DOI 10.1021/ja067144j
    • Lafrance M, Fagnou K (2006) Palladium-catalyzed benzene arylation: Incorporation of catalytic pivalic acid as a proton shuttle and a key element in catalyst design. J Am Chem Soc 128:16496-16497 (Pubitemid 46032717)
    • (2006) Journal of the American Chemical Society , vol.128 , Issue.51 , pp. 16496-16497
    • Lafrance, M.1    Fagnou, K.2
  • 15
    • 29844433863 scopus 로고    scopus 로고
    • A solution to the 2-pyridyl organometallic cross-coupling problem: Regioselective catalytic direct arylation of pyridine N-oxides
    • DOI 10.1021/ja056800x
    • Campeau L-C, Rousseaux S, Fagnou K (2005) A solution to the 2-pyridyl organometallic cross-coupling problem: Regioselective catalytic direct arylation of pyridine N-oxides. J Am Chem Soc 127:18020-18021 (Pubitemid 43038461)
    • (2005) Journal of the American Chemical Society , vol.127 , Issue.51 , pp. 18020-18021
    • Campeau, L.-C.1    Rousseaux, S.2    Fagnou, K.3
  • 16
    • 33845320517 scopus 로고    scopus 로고
    • Palladium-catalyzed cross-coupling reactions of diazine N-oxides with aryl chlorides, bromides, and iodides
    • DOI 10.1002/anie.200602773
    • Leclerc J-P, Fagnou K (2006) Palladium-catalyzed cross-coupling reactions of diazine N-oxides with aryl chlorides, bromides and iodides. Angew Chem Int Ed 45:7781-7786 (Pubitemid 44871342)
    • (2006) Angewandte Chemie - International Edition , vol.45 , Issue.46 , pp. 7781-7786
    • Leclerc, J.-P.1    Fagnou, K.2
  • 18
    • 78650299781 scopus 로고    scopus 로고
    • Mechanistic analysis of azine N-oxide direct arylation: Evidence for a critical role of acetate in the Pd(OAc)2 precatalyst
    • Sun H-Y, Gorelsky SI, Stuart DR, Campeau L-C, Fagnou K (2010) Mechanistic analysis of azine N-oxide direct arylation: Evidence for a critical role of acetate in the Pd(OAc)2 precatalyst. J Org Chem 75:8180-8189
    • (2010) J Org Chem , vol.75 , pp. 8180-8189
    • Sun, H.-Y.1    Gorelsky, S.I.2    Stuart, D.R.3    Campeau, L.-C.4    Fagnou, K.5
  • 20
    • 33750920283 scopus 로고    scopus 로고
    • Mild and general conditions for the cross-coupling of aryl halides with pentafluorobenzene and other perfluoroaromatics
    • DOI 10.1021/ol0619967
    • Lafrance M, Shore D, Fagnou K (2006) Mild and general conditions for the cross-coupling of aryl halides with pentafluorobenzene and other perfluoroaromatics. Org Lett 8:5097-5100 (Pubitemid 44728887)
    • (2006) Organic Letters , vol.8 , Issue.22 , pp. 5097-5100
    • Lafrance, M.1    Shore, D.2    Fagnou, K.3
  • 21
    • 38649109821 scopus 로고    scopus 로고
    • Copper-catalyzed arylation and alkenylation of polyfluoroarene C-H bonds
    • DOI 10.1021/ja077862l
    • Do H-Q, Daugulis O (2008) Copper-catalyzed arylation and alkenylation of polyfluoroarene C-H bonds. J Am Chem Soc 130:1128-1129 (Pubitemid 351170978)
    • (2008) Journal of the American Chemical Society , vol.130 , Issue.4 , pp. 1128-1129
    • Do, H.-Q.1    Daugulis, O.2
  • 22
    • 50249118513 scopus 로고    scopus 로고
    • Analysis of the concerted metallationdeprotonation mechanism in palladium-catalyzed direct arylation across a broad range of aromatic substrates
    • Gorelsky SI, Lapointe D, Fagnou K (2008) Analysis of the concerted metallationdeprotonation mechanism in palladium-catalyzed direct arylation across a broad range of aromatic substrates. J Am Chem Soc 130:10848-10849
    • (2008) J Am Chem Soc , vol.130 , pp. 10848-10849
    • Gorelsky, S.I.1    Lapointe, D.2    Fagnou, K.3
  • 23
    • 38649141502 scopus 로고    scopus 로고
    • Direct arylation of arene C-H bonds by cooperative action of NHCarbene-Ruthenium(II) catalyst and carbonate via proton abstraction mechanism
    • DOI 10.1021/ja710276x
    • O zdemir I, Demir S, zetinkaya B, Gourlaouen C, Maseras F, Bruneau C, Dixneuf PH (2008) Direct arylation of arene C-H bonds by cooperative action of NHCarbene-ruthenium(II) catalyst and carbonate via proton abstraction mechanism. J Am Chem Soc 130:1156-1157 (Pubitemid 351170992)
    • (2008) Journal of the American Chemical Society , vol.130 , Issue.4 , pp. 1156-1157
    • Ozdemir, I.1    Demir, S.2    Cetinkaya, B.3    Gourlaouen, C.4    Maseras, F.5    Bruneau, C.6    Dixneuf, P.H.7
  • 24
    • 18744368757 scopus 로고    scopus 로고
    • Cyclocarbopalladation involving an unusual 1,5-palladium vinyl to aryl shift as termination step: Theoretical study of the mechanism
    • DOI 10.1021/ja050453+
    • Mota AJ, Dedieu A, Bour C, Suffert J (2005) Cyclocarbopalladation involving an unusual 1,5-palladium vinyl to aryl shift as termination step: Theoretical study of the mechanism. J Am Chem Soc 127:7171-7182 (Pubitemid 40676742)
    • (2005) Journal of the American Chemical Society , vol.127 , Issue.19 , pp. 7171-7182
    • Mota, A.J.1    Dedieu, A.2    Bour, C.3    Suffert, J.4
  • 25
    • 78449297553 scopus 로고    scopus 로고
    • Overview of the mechanistic work on the concerted metallationdeprotonation pathway
    • Lapointe D, Fagnou K (2010) Overview of the mechanistic work on the concerted metallationdeprotonation pathway. Chem Lett 39:1118-1126
    • (2010) Chem Lett , vol.39 , pp. 1118-1126
    • Lapointe, D.1    Fagnou, K.2
  • 26
    • 64049088672 scopus 로고    scopus 로고
    • Site-selective azaindole arylation at the azine and azole rings via N-oxide activation
    • Huestis MP, Fagnou K (2009) Site-selective azaindole arylation at the azine and azole rings via N-oxide activation. Org Lett 11:1357-1360
    • (2009) Org Lett , vol.11 , pp. 1357-1360
    • Huestis, M.P.1    Fagnou, K.2
  • 27
    • 41449108490 scopus 로고    scopus 로고
    • Room temperature and phosphine free palladium catalyzed direct C-2 arylation of indoles
    • DOI 10.1021/ja710731a
    • Labrasseur N, Larrosa I (2008) Room temperature and phosphine free palladium catalyzed direct C-2 arylation of indoles. J Am Chem Soc 130:2926-2927 (Pubitemid 351455950)
    • (2008) Journal of the American Chemical Society , vol.130 , Issue.10 , pp. 2926-2927
    • Lebrasseur, N.1    Larrosa, I.2
  • 28
    • 33646137411 scopus 로고    scopus 로고
    • Room temperature palladium-catalyzed 2-Arylation of indoles
    • Deprez NR, Kalyani D, Krause A, Sanford MS (2006) Room temperature palladium-catalyzed 2-Arylation of indoles. J Am Chem Soc 128:4972-4973
    • (2006) J Am Chem Soc , vol.128 , pp. 4972-4973
    • Deprez, N.R.1    Kalyani, D.2    Krause, A.3    Sanford, M.S.4
  • 29
    • 20444370318 scopus 로고    scopus 로고
    • Direct palladium-catalyzed C-2 and C-3 arylation of indoles: A mechanistic rationale for regioselectivity
    • DOI 10.1021/ja043273t
    • Lane BS, Brown MA, Sames D (2005) Direct palladium-catalyzed C-2 and C-3 arylation of indoles: A mechanistic rationale for regioselectivity. J Am Chem Soc 127:8050-8057 (Pubitemid 40799659)
    • (2005) Journal of the American Chemical Society , vol.127 , Issue.22 , pp. 8050-8057
    • Lane, B.S.1    Brown, M.A.2    Sames, D.3
  • 30
    • 0041624424 scopus 로고    scopus 로고
    • Catalytic C-H bond functionalization with palladium(II): Aerobic oxidative annulations of indoles
    • DOI 10.1021/ja035054y
    • Ferreira EM, Stoltz BM (2003) Catalytic C-H bond functionalization with palladium(II): Aerobic oxidative annulation of indoles. J Am Chem Soc 125:9578-9579 (Pubitemid 36975907)
    • (2003) Journal of the American Chemical Society , vol.125 , Issue.32 , pp. 9578-9579
    • Ferreira, E.M.1    Stoltz, B.M.2
  • 31
    • 85067385879 scopus 로고
    • Intramolecular ring closure of 1-Aroylindoles by palladium acetate
    • Itahara T (1979) Intramolecular ring closure of 1-Aroylindoles by palladium acetate. Synthesis 2:151-152
    • (1979) Synthesis , vol.2 , pp. 151-152
    • Itahara, T.1
  • 32
    • 37049096194 scopus 로고
    • Arylation of N-Acyl-pyrroles and -indoles with arenes and palladium acetate
    • Itahara T (1981) Arylation of N-Acyl-pyrroles and -indoles with arenes and palladium acetate. J Chem Soc Chem Commun 254-255
    • (1981) J Chem Soc Chem Commun , pp. 254-255
    • Itahara, T.1
  • 33
    • 12344271799 scopus 로고
    • Arylation of aromatic heterocycles with arenes and palladium(II) acetate
    • Itahara T (1985) Arylation of aromatic heterocycles with arenes and palladium(II) acetate. J Org Chem 50:5272-5275
    • (1985) J Org Chem , vol.50 , pp. 5272-5275
    • Itahara, T.1
  • 34
    • 34249936878 scopus 로고    scopus 로고
    • The catalytic cross-coupling of unactivated arenes
    • DOI 10.1126/science.1141956
    • Stuart DR, Fagnou K (2007) The catalytic cross-coupling of unactivated arenes. Science 316:1172-1175 (Pubitemid 46877475)
    • (2007) Science , vol.316 , Issue.5828 , pp. 1172-1175
    • Stuart, D.R.1    Fagnou, K.2
  • 36
    • 35048815950 scopus 로고    scopus 로고
    • Elements of regiocontrol in palladium-catalyzed oxidative arene cross-coupling
    • DOI 10.1021/ja0745862
    • Stuart DR, Villemure E, Fagnou K (2007) Elements of regiocontrol in palladium-catalyzed oxidative arene cross-coupling. J Am Chem Soc 129:12072-12073 (Pubitemid 47556825)
    • (2007) Journal of the American Chemical Society , vol.129 , Issue.40 , pp. 12072-12073
    • Stuart, D.R.1    Villemure, E.2    Fagnou, K.3
  • 37
    • 18844405201 scopus 로고    scopus 로고
    • Palladium-catalyzed intermolecular alkenylation of indoles by solvent-controlled regioselective C-H functionalization
    • DOI 10.1002/anie.200500468
    • Grimster NP, Gauntlett C, Godfrey CRA, Gaunt MJ (2005) Palladium-catalyzed intermolecular alkenylation of indoles by solvent-controlled regioselective C-H functionalization. Angew Chem Int Ed 44:3125-3129 (Pubitemid 40689858)
    • (2005) Angewandte Chemie - International Edition , vol.44 , Issue.20 , pp. 3125-3129
    • Grimster, N.P.1    Gauntlett, C.2    Godfrey, C.R.A.3    Gaunt, M.J.4
  • 38
    • 33644658464 scopus 로고    scopus 로고
    • Mild aerobic oxidative palladium (II) catalyzed C-H bond functionalization: Regioselective and switchable C-H alkenylation and annulation of pyrroles
    • DOI 10.1021/ja058141u
    • Beck EM, Grimster NP, Hatley R, Gaunt MJ (2006) Mild aerobic oxidative palladium(II) catalyzed C-H bond functionalization: Regioselective and switchable C-H alkenylation and annulation of pyrroles. J Am Chem Soc 128:2528-2529 (Pubitemid 43327917)
    • (2006) Journal of the American Chemical Society , vol.128 , Issue.8 , pp. 2528-2529
    • Beck, E.M.1    Grimster, N.P.2    Hatley, R.3    Gaunt, M.J.4
  • 39
    • 34547960227 scopus 로고    scopus 로고
    • C-C bond formation via double C-H functionalization: Aerobic oxidative coupling as a method for synthesizing heterocoupled biaryls
    • Dwight TA, Rue NR, Charyk D, Josselyn R, DeBoef B (2007) C-C bond formation via double C-H functionalization: Aerobic oxidative coupling as a method for synthesizing heterocoupled biaryls. Org Lett 9:3137-3139
    • (2007) Org Lett , vol.9 , pp. 3137-3139
    • Dwight, T.A.1    Rue, N.R.2    Charyk, D.3    Josselyn, R.4    DeBoef, B.5
  • 41
    • 34848899222 scopus 로고    scopus 로고
    • Catalytic and highly regioselective cross-coupling of aromatic C-H substrates
    • DOI 10.1021/ja074395z
    • Hull K, Sanford MS (2007) Catalytic and highly regioselective cross-coupling of aromatic C-H substrates. J Am Chem Soc 129:11904-11905 (Pubitemid 47512013)
    • (2007) Journal of the American Chemical Society , vol.129 , Issue.39 , pp. 11904-11905
    • Hull, K.L.1    Sanford, M.S.2
  • 42
    • 67650495369 scopus 로고    scopus 로고
    • Mechanism of benzoquinone-promoted palladium-catalyzed oxidative cross-coupling reactions
    • Hull KL, Sanford MS (2009) Mechanism of benzoquinone-promoted palladium-catalyzed oxidative cross-coupling reactions. J Am Chem Soc 131:9651-9653
    • (2009) J Am Chem Soc , vol.131 , pp. 9651-9653
    • Hull, K.L.1    Sanford, M.S.2
  • 43
    • 38849126856 scopus 로고    scopus 로고
    • Multiple C-H activations to construct biologically active molecules in a process completely free of organohalogen and organometallic components
    • DOI 10.1002/anie.200704092
    • Li B-J, Tian S-L, Fang Z, Shi Z-J (2008) Multiple C-H activations to construct biologically active molecules in a process completely free of organohalogen and organometallic components. Angew Chem Int Ed 47:1115-1118 (Pubitemid 351204415)
    • (2008) Angewandte Chemie - International Edition , vol.47 , Issue.6 , pp. 1115-1118
    • Li, B.-J.1    Tian, S.-L.2    Fang, Z.3    Shi, Z.-J.4
  • 44
    • 48749125749 scopus 로고    scopus 로고
    • Twofold C-H functionalization: Palladium-catalyzed ortho arylation of anilides
    • Brasche G, Garcia-Fortanet J, Buchwald SL (2008) Twofold C-H functionalization: Palladium-catalyzed ortho arylation of anilides. Org Lett 10:2207-2210
    • (2008) Org Lett , vol.10 , pp. 2207-2210
    • Brasche, G.1    Garcia-Fortanet, J.2    Buchwald, S.L.3
  • 45
    • 47749125841 scopus 로고    scopus 로고
    • Palladium-catalyzed C-H functionalization of pyridine N-oxides: Highly selective alkenylation and direct arylation with unactivated arenes
    • DOI 10.1021/ja8026295
    • Cho SH, Hwang SJ, Chang S (2008) Palladium-catalyzed C-H functionalization of pyridine Noxides: Highly selective alkenylation and direct arylation with unactivated arenes. J Am Chem Soc 130:9254-9256 (Pubitemid 352031134)
    • (2008) Journal of the American Chemical Society , vol.130 , Issue.29 , pp. 9254-9256
    • Seung, H.C.1    Seung, J.H.2    Chang, S.3
  • 46
    • 77952579093 scopus 로고    scopus 로고
    • Palladium-catalyzed ortho-Arylation of Ophenylcarbamates with simple arenes and sodium persulfate
    • Zhao X, Yeung CS, Dong VM (2010) Palladium-catalyzed ortho-Arylation of Ophenylcarbamates with simple arenes and sodium persulfate. J Am Chem Soc 132:5837-5844
    • (2010) J Am Chem Soc , vol.132 , pp. 5837-5844
    • Zhao, X.1    Yeung, C.S.2    Dong, V.M.3
  • 47
    • 77956641190 scopus 로고    scopus 로고
    • Pd-catalyzed oxidative cross-coupling of perfluoroarenes with aromatic heterocycles
    • He C-Y, Fan S, Zhang X (2010) Pd-catalyzed oxidative cross-coupling of perfluoroarenes with aromatic heterocycles. J Am Chem Soc 132:12850-12852
    • (2010) J Am Chem Soc , vol.132 , pp. 12850-12852
    • He, C.-Y.1    Fan, S.2    Zhang, X.3
  • 48
    • 78649278143 scopus 로고    scopus 로고
    • Pd(OAc)2-catalyzed oxidative C-H/C-H cross-coupling of electrondeficient polyfluoroarenes with simple arenes
    • Wei Y, Su W (2010) Pd(OAc)2-catalyzed oxidative C-H/C-H cross-coupling of electrondeficient polyfluoroarenes with simple arenes. J Am Chem Soc 132:16377-16379
    • (2010) J Am Chem Soc , vol.132 , pp. 16377-16379
    • Wei, Y.1    Su, W.2
  • 49
    • 77249107844 scopus 로고    scopus 로고
    • Palladium II)-catalyzed oxidative C-H/C-H cross-coupling of heteroatoms
    • Xi P, Yang F, Qin S, Zhao D, Lan J, Gao G, Hu C, You J (2010) Palladium(II)-catalyzed oxidative C-H/C-H cross-coupling of heteroatoms. J Am Chem Soc 132:1822-1824
    • (2010) J Am Chem Soc , vol.132 , pp. 1822-1824
    • Xi, P.1    Yang, F.2    Qin, S.3    Zhao, D.4    Lan, J.5    Gao, G.6    Hu, C.7    You, J.8
  • 50
    • 77958036325 scopus 로고    scopus 로고
    • Regioselective oxidative arylation of indoles bearing N-Alkyl protecting groups: Dual C-H functionalization via a concerted metallation-deprotonation mechanism
    • Potavathri S, Pereira KC, Gorelsky SI, Pike A, LeBris AP, DeBoef B (2010) Regioselective oxidative arylation of indoles bearing N-Alkyl protecting groups: Dual C-H functionalization via a concerted metallation-deprotonation mechanism. J Am Chem Soc 132:14676-14681
    • (2010) J Am Chem Soc , vol.132 , pp. 14676-14681
    • Potavathri, S.1    Pereira, K.C.2    Gorelsky, S.I.3    Pike, A.4    LeBris, A.P.5    DeBoef, B.6
  • 51
    • 79952590882 scopus 로고    scopus 로고
    • Double C-H activation: The palladiumcatalyzed direct C-Arylation of xanthines with arenes
    • Malakar CC, Schmidt D, Conrad J, Beifuss U (2011) Double C-H activation: The palladiumcatalyzed direct C-Arylation of xanthines with arenes. Org Lett 13:1378-1381
    • (2011) Org Lett , vol.13 , pp. 1378-1381
    • Malakar, C.C.1    Schmidt, D.2    Conrad, J.3    Beifuss, U.4
  • 52
    • 79953227751 scopus 로고    scopus 로고
    • Palladium-catalyzed oxidative cross-coupling between pyridine and N-oxides and indoles
    • Gong X, Song G, Zhang H, Li X (2011) Palladium-catalyzed oxidative cross-coupling between pyridine and N-oxides and indoles. Org Lett 13:1766-1769
    • (2011) Org Lett , vol.13 , pp. 1766-1769
    • Gong, X.1    Song, G.2    Zhang, H.3    Li, X.4
  • 53
    • 79953691823 scopus 로고    scopus 로고
    • Increasing synthetic efficiency via direct C-H functionalization: Formal synthesis of an inhibitor of botulinum neurotoxin
    • 10.1039/c1cc10755k
    • Potavathri S, Kantak A, DeBoef B (2011) Increasing synthetic efficiency via direct C-H functionalization: Formal synthesis of an inhibitor of botulinum neurotoxin. Chem Commun. doi:10.1039/c1cc10755k
    • (2011) Chem Commun
    • Potavathri, S.1    Kantak, A.2    DeBoef, B.3
  • 54
    • 79953066394 scopus 로고    scopus 로고
    • Controlling site selectivity in Pd-catalyzed oxidative cross-coupling reactions
    • Lyons TW, Hull KL, Sanford MS (2011) Controlling site selectivity in Pd-catalyzed oxidative cross-coupling reactions. J Am Chem Soc 133:4455-4464
    • (2011) J Am Chem Soc , vol.133 , pp. 4455-4464
    • Lyons, T.W.1    Hull, K.L.2    Sanford, M.S.3
  • 55
    • 79959404086 scopus 로고    scopus 로고
    • How can theory predict the selectivity of palladiumcatalyzed cross-coupling of pristine aromatic molecules?
    • Meir R, Kozuch S, Uhe A, Shaik S (2011) How can theory predict the selectivity of palladiumcatalyzed cross-coupling of pristine aromatic molecules? Chem Eur J 17:7623-7631
    • (2011) Chem Eur J. , vol.17 , pp. 7623-7631
    • Meir, R.1    Kozuch, S.2    Uhe, A.3    Shaik, S.4
  • 56
    • 80052318722 scopus 로고    scopus 로고
    • Pd(II)-catalyzed para-selective C-H arylation of monosubstituted arenes
    • Wang X, Leow D, Yu J-Q (2011) Pd(II)-catalyzed para-selective C-H arylation of monosubstituted arenes. J Am Chem Soc 133:13864-13867
    • (2011) J Am Chem Soc , vol.133 , pp. 13864-13867
    • Wang, X.1    Leow, D.2    Yu, J.-Q.3


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