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© Fagnou Research Group - 2008

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Publications (April 2012)

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2012     2011     2010     2009     2008                

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58   PDF   “Analysis of the Palladium-Catalyzed (Aromatic) C-H Bond Metalation–Deprotonation Mechanism Spanning the Entire Spectrum of Arenes”
Gorelsky, S.; Lapointe, D.; Fagnou, K. J. Org. Chem. 2012, 77, 658-668

JOC 2012

 

57   PDF   “Palladium(0)-Catalyzed Cyclopropane C-H Bond Functionalization: Synthesis of Quinoline and Tetrahydroquinoline Derivatives”
Rousseaux, S.; Liégault, B.; Fagnou, K. Chem. Sci. 2012, 3, 244-248

Chem. Sci. 2012

 

56   PDF   “Synthesis of 2-Aryl Pyridines by Palladium-Catalyzed Direct Arylation of Pyridine N-Oxides”
Campeau, L.-C.; Fagnou, K. Org. Syn. 2011, 88, 22-32

Org. Syn. 2011

 

55   PDF   “Rhodium(III)-Catalyzed Heterocycle Synthesis Using an Internal Oxidant: Improved Reactivity and Mechanistic Studies”
Guimond, N.; Gorelsky, S. I.; Fagnou, K. J. Am. Chem. Soc. 2011, 133, 6449-6457

JACS 2011

 

54   PDF   “Direct Arylation as a Synthetic Tool for the Synthesis of Thiophene-Based Organic Electronic Materials”
Schipper, D. J.; Fagnou, K. Chem. Mater. 2011, 23, 1594-1600

Chem. Mater. 2011

 

53   PDF   “The Vinyl Moiety as a Handle for Regiocontrol in the Preparation of Unsymmetrical 2,3-Aliphatic-Substituted Indoles and Pyrroles”
Huestis, M. P.; Chan, L.; Stuart, D. R.; Fagnou, K. Angew. Chem. Int. Ed. 2011, 50, 1338-1341

ACIE 2011

 

52   PDF   “Predictable and Site-Selective Functionalization of Poly(hetero)arene Compounds by Palladium Catalysis”
Lapointe, D.; Markiewicz, T.; Whipp, C. J.; Toderian, A.; Fagnou, K. J. Org. Chem. 2011, 76, 749-759
    JOC   This work was selected by the editorial board to appear on the cover of The Journal of Organic Chemistry

JOC 2011

 

51   PDF   “Rhodium(III)-Catalyzed Arene and Alkene C-H Bond Functionalization Leading to Indoles and Pyrroles”
Stuart, D. R.; Alsabeh, P.; Kuhn, M.; Fagnou, K. J. Am. Chem. Soc. 2010, 132, 18326-18339

JACS 2010

 

50   PDF   “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, S. I.; Stuart, D. R.; Campeau, L.-C.; Fagnou, K. J. Org. Chem. 2010, 75, 8180-8189

JOC 2010

 

49   PDF   “Overview of the Mechanistic Work on the Concerted Metallation-Deprotonation Pathway”
Lapointe D.; Fagnou, K. Chem. Lett. 2010, 39, 1118-1126

Chem. Lett. 2010

 

48   PDF   “Evaluation of Electron-Deficient Phosphine Ligands for Direct Arylation of Heterocycles”
René O.; Fagnou, K. Adv. Synth. Catal. 2010, 352, 2116-2120

ASC 2010

 

47   PDF   “Mechanistic Considerations in the Development and Use of Azine, Diazine and Azole N-Oxides in Palladium-Catalyzed Direct Arylation”
Fagnou, K. in Topics in Current Chemistry, Vol. 292 (2010) “C-H Activation” (Eds. Jin-Quan Yu, Zhangjie Shi), pp. 35-56

 

46   PDF   “Intramolecular Palladium-Catalyzed Alkane C-H Arylation from Aryl Chlorides”
Rousseaux, S.; Davi, M.; Sofack-Kreutzer, J.; Pierre, C.; Kefalidis, C. E.; Clot, E.; Fagnou, K.; Baudoin, O. J. Am. Chem. Soc. 2010, 132, 10706-10716

JACS 2010

 

45   PDF   “Investigation of the Mechanism of C(sp3)-H Bond Cleavage in Pd(0)-Catalyzed Intramolecular Alkane Arylation Adjacent to Amides and Sulfonamides”
Rousseaux, S.; Gorelsky, S. I.; Chung, B. K. W.; Fagnou, K. J. Am. Chem. Soc. 2010, 132, 10692-10705

JACS 2010

 

44   PDF   “Rhodium(III)-Catalyzed Intermolecular Hydroarylation of Alkynes”
Schipper, D. J.; Hutchinson, M.; Fagnou, K. J. Am. Chem. Soc. 2010, 132, 6910-6911

 

43   PDF   “Rhodium(III)-Catalyzed Isoquinolone Synthesis: The N-O Bond as a Handle for C-N Bond Formation and Catalyst Turnover”
Guimond, N.; Gouliaras, C.; Fagnou, K. J. Am. Chem. Soc. 2010, 132, 6908-6909

 

42     “Room-Temperature Direct Arylation of Polyfluorinated Arenes under Biphasic Conditions”
René. O.; Fagnou, K. Org. Lett. 2010, 12, 2116-2119

OL 2010

 

41     “Modulating Reactivity and Diverting Selectivity in Palladium-Catalyzed Heteroaromatic Direct Arylation Through the Use of a Chloride Activating/Blocking Group”
Liégault, B.; Petrov, I.; Gorelsky, S. I.; Fagnou, K. J. Org. Chem. 2010, 75, 1047-1060

 

40     “Kinetic Resolution of Quaternary and Tertiary β-Hydroxy Esters”
Schipper, D. J.; Rousseaux, S.; Fagnou, K. Angew. Chem. Int. Ed. 2009, 48, 8343-8347
    PDF   This work was highlighted in Org. Process Res. Dev.

 

39     “Domino Palladium-Catalyzed Heck-Intermolecular Direct Arylation Reactions”
René, O.; Lapointe, D.; Fagnou, K. Org. Lett. 2009, 11, 4560-4563
      This work was highlighted in Org. Process Res. Dev.

 

38     “Palladium-Catalyzed Benzylation of Heterocyclic Aromatic Compounds”
Lapointe, D.; Fagnou, K. Org. Lett. 2009, 11, 4160-4163
      This work was highlighted in Org. Process Res. Dev.

 

37     “Isoquinoline Synthesis via Rhodium-Catalyzed Oxidative Cross-Coupling/Cyclization of Aryl Aldimines and Alkynes”
Guimond, N.; Fagnou, K. J. Am. Chem. Soc. 2009, 131, 12050-12051

 

36     “Decarboxylative Ketone Aldol Reactions: Development and Mechanistic Evaluation Under Metal-Free Conditions”
Blaquiere, N.; Shore, D. G.; Rousseaux, S.; Fagnou, K. J. Org. Chem. 2009, 74, 6190-6198

 

35     “Site-Selective Azaindole Arylation at the Azine and Azole Rings via N-Oxide Activation”
Huestis, M. P.; Fagnou, K. Org. Lett. 2009, 11, 1357-1360

 

34     “Direct arylation of azine N-oxides with aryl triflates”
Schipper, D. J.; El-Salfiti, M.; Whipp, C. J.; Fagnou, K. Tetrahedron 2009, 65, 4977-4983

 

33     “Palladium-Catalyzed Direct Arylation of Azine and Azole N-Oxides: Reaction Development, Scope, and Applications in Synthesis”
Campeau, L.-C.; Stuart, D. R.; Leclerc, J.-P.; Bertrand-Laperle, M.; Villemure, E.; Sun, H.-Y.; Lasserre, S.; Guimond, N.; Lecavallier, M.; Fagnou K. J. Am. Chem. Soc. 2009, 131, 3291-3306

 

32     “Establishment of Broadly Applicable Reaction Conditions for the Palladium-Catalyzed Direct Arylation of Heteroatom-Containing Aromatic Compounds”
Liégault, B.; Lapointe, D.; Caron, L.; Vlassova, A.; Fagnou, K. J. Org. Chem. 2009, 74, 1826-1834

 

31     “Catalyst and Base Controlled Site-Selective sp2 and sp3 Direct Arylation of Azine N-oxides”
Schipper, D. J.; Campeau, L.-C.; Fagnou, K. Tetrahedron 2009, 65, 3155-3164 (Invited Contribution)

 

30     “Indole Synthesis via Rhodium Catalyzed Oxidative Coupling of Acetanilides and Internal Alkynes”
Stuart, D. R.; Bertrand-Laperle, M.; Burgess, K. M. N.; Fagnou, K. J. Am. Chem. Soc. 2008, 130, 16474-16475

 

29     “Ruthenium-Catalyzed Dehydrogenation of Ammonia Boranes”
Blaquiere, N.; Diallo-Garcia, S.; Gorelsky, S. I.; Black, D. A.; Fagnou, K. J. Am. Chem. Soc. 2008, 130, 14034-14035

 

28     “Palladium-Catalyzed Direct Arylation of Nitro-Substituted Aromatics with Aryl Halides”
Caron, L.; Campeau, L.-C..; Fagnou, K. Org. Lett. 2008, 10, 4533-4536

 

27     “Palladium-Catalyzed Intramolecular Coupling of Arenes and Unactivated Alkanes Under Air”
Liégault, B.; Fagnou, K. Organometallics 2008, 27, 4841-4843

 

26     “Analysis of the Concerted Metalation-Deprotonation Mechanism in Palladium-Catalyzed Direct Arylation Across a Broad Range of Aromatic Substrates”
Gorelsky, S.; Lapointe, D.; Fagnou, K. J. Am. Chem. Soc. 2008, 130, 10848-10849

 

25     “Intramolecular Pd(II)-Catalyzed Oxidative Biaryl Synthesis Under Air: Reaction Development and Scope”
Liégault, B.; Lee, D.; Huestis, M. P.; Stuart, D. R.; Fagnou, K. J. Org. Chem. 2008, 73, 5022-5028
      This work was highlighted in Org. Process Res. Dev.

 

24     “C2, C5 and C4 Azole N-Oxide Direct Arylation Including Room Temperature Reactions”
Campeau, L.-C.; Bertrand-Laperle, M.; Leclerc, J.-P.; Villemure, E.; Gorelsky, S.; Fagnou, K. J. Am. Chem. Soc. 2008, 130, 3276-3277

 

23     “Site-Selective sp2 and Benzylic sp3 Palladium-Catalyzed Direct Arylation”
Campeau, L.-C.; Schipper, D.; Fagnou, K. J. Am. Chem. Soc. 2008, 130, 3266-3267

 

22     "Mild and Efficient Palladium-Catalyzed Intramolecular Direct Arylation Reactions"
Lafrance, M.; Lapointe, D.; Fagnou, K. Tetrahedron 2008, 64, 6015-6020

 

21     "High-Yielding Palladium-Catalyzed Intramolecular Alkane Arylation: Reaction Development and Mechanistic Studies"
Lafrance, M.; Gorelsky, S. I.; Fagnou, K. J. Am. Chem. Soc. 2007, 129, 14570-14571

 

20     "Elements of Regiocontrol in Palladium-Catalyzed Oxidative Arene Cross-Coupling"
Stuart, D. R.; Villemure, E; Fagnou, K. J. Am. Chem. Soc. 2007, 129, 12072-12073

 

19     "Catalytic Cross-Coupling Reactions with Unactivated Arenes"
Stuart, D. R.; Fagnou, K. Science 2007, 316, 1172-1175
      This work was highlighted in Science
      This work was highlighted in Nature

 

18     "Applications of and Alternatives to Electron-Deficient Azine Organometallics in Metal Catalyzed Cross-Coupling Reactions"
Campeau, L.-C.; Fagnou, K. J. Chem Soc. Rev. 2007, 36, 1058-1068

 

17     "Recent Advances in Biaryl Synthesis via Direct Arylation"
Campeau, L.-C.; Stuart, D.R.; Fagnou, K. Aldrichimica Acta, 2007, 40, 35-41

 

16     "Aporphine Alkaloid Synthesis and Diversification via Direct Arylation"
Lafrance, M.; Blaquière, N.; Fagnou, K. Eur. J. Org. Chem. 2007, 5, 811-825

 

15     "Reactivity of Mesoporous Palladium/Yttria-Stablilized-Zirconia for Solution Phase Reactions"
Poulin, C.; Brown, M.A.; Wasslen, Y.A.; Grgicak, C.M.; Fagnou, K.; Giorgi, J.B. Can. J. Chem. 2006, 84, 1520-1528

 

14     "Palladium-Catalyzed Benzene Arylation: Incorporation of Catalytic Pivalic Acid as a Proton Shuttle and a Key Element in Catalyst Design"
Lafrance, M.; Fagnou, K. J. Am. Chem. Soc. 2006, 128, 16496-16497

 

13     "Mild and General Conditions for the Cross-Coupling of Aryl Halides with Pentafluorobenzene and other Perfluoroaromatics"
Lafrance, M.; Shore, D.; Fagnou, K. Org. Lett. 2006, 22, 5097-5100

 

12     "Palladium-Catalyzed Diazine N-Oxide Cross Coupling Reactions with Aryl Chlorides, Bromides and Iodides"
Leclerc, J.-P.; Fagnou, K. Angew. Chem Int. Ed. 2006, 45, 7781-7786

 

11     "Catalytic Intermolecular Direct Arylation of Perfluorobenzenes"
Lafrance, M.; Rowley, C.N.; Woo, T. K.; Fagnou, K. J. Am. Chem. Soc. 2006, 128, 8754-8756

 

10     "Palladium-Catalyzed Direct Arylation of Simple Arenes in the Synthesis of Biaryl Molecules" (Feature article)
Campeau, L.-C.; Fagnou, K. Chem. Commun. 2006, 1253-1264

 

9     "Tandem Heck, Direct Arylation, and Hydrogenation: Two or Three Sequential Reactions from a Single Catalyst"
Leclerc, J.-P.; André, M.; Fagnou, K. J. Org. Chem. 2006, 71, 1711-1714

 

8     "Catalytic Direct Arylation with Aryl Chlorides, Bromides and Iodides: Intramolecular Studies Leading to New Intermolecular Reactions"
Campeau, L.-C.; Parisien, M.; Jean, A.; Fagnou, K. J. Am. Chem. Soc. 2006, 128, 581-590

 

7     "A Solution to the 2-Pyridyl Organometallic Cross Coupling Problem: Regioselective Catalytic Direct Arylation of Pyridine N-Oxides"
Campeau, L.-C.; Rousseaux, S.; Fagnou, K. J. Am. Chem. Soc. 2005, 127, 18020-18021
      This work was highlighted in Org. Process Res. Dev.

 

6     "Direct Arylation Reactions Catalyzed by Pd(OH)2/C: Evidence for a Soluble Palladium Catalyst"
Parisien, M.; Valette, D.; Fagnou, K. J. Org. Chem. 2005, 70, 7578-7584
      This work was highlighted in Org. Process Res. Dev.

 

5     "Allocolchicinoid Synthesis via Catalytic Direct Arylation"
Leblanc, M.; Fagnou, K. Org. Lett. 2005, 7, 2849-2852

 

4     "High Yielding Intramolecular Direct Arylations with Aryl Chlorides"
Campeau, L.-C.; Thansandote, P.; Fagnou, K. Org. Lett. 2005, 7, 1857-1860

 

3     Fagnou, K. in Modern Rhodium-Catalyzed Organic Reactions
P. Andrew Evans, Ed.; Wiley-VCH, Weinheim, 2005. pp 173-190. ISBN: 3-527-30683-8

 

2     "Direct Intramolecular Arylation of Unactivated Arenes: Application in the Synthesis of Aporphine Alkaloids"
Lafrance, M.; Blaquière, N.; Fagnou, K. Chem. Commun. 2004, 24, 2874-2875

 

1     "Biaryl Synthesis via Direct Arylation: Establishment of an Efficient Catalyst for Intramolecular Processes"
Campeau, L.-C.; Parisien, M.; Leblanc, M.; Fagnou, K. J. Am. Chem. Soc. 2004, 126, 9186-9187

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