The Kelly Group @ VCU Chemistry

Publications at VCU

46) Three-Component Olefin Dicarbofunctionalization Enabled by Nickel/Photoredox Dual Catalysis

Campbell, M. W.; Compton, J. S.; Molander, G. A.*; Kelly, C. B.*J. Am. Chem. Soc. 2019, 141, 20069.

45) Radical-Polar Crossover Annulation: A Platform for Accessing Polycyclic Cyclopropanes

Milligan, J. A.; Burns, K. L.; Le, A. V.; Polites, V. C.; Wang, Z.-J.; Molander, G. A.*; Kelly, C. B.*Adv. Synth. Catal. 2019, Early View.

44) Preparation of 2,4,5,6-Tetra(9H-carbazol-9-yl)isophthalonitrile

Engle, S. M.; Kirkner, T. R.; Kelly*, C. B.Org. Synth. 2019, 96, 455.

43) Photoredox Catalysis Enables Access to N-Functionalized 2,1-Borazaronaphthalenes

Wang, X.; Davies, G. H. N.;Koschitzky, A.; Wisniewski, S. R.; Kelly, C. B.*; Molander, G. A.* Org. Lett. 2019, 21, 2880.

42) Photoredox Radical/Polar Crossover Enables Construction of Saturated Nitrogen Heterocycles

Pantaine, L. R. E.; Milligan, J. A.; Matsui, J. K.; Kelly, C. B.*; Molander, G. A.* Org. Lett. 2019, 21, 2317.
One of the top most read papers of March 2019 in Org. Lett.

41) Radical/Polar Annulation Reactions (RPARs) Enable the Modular Construction of Cyclopropanes

Milligan, J. A.; Phelan, J. P.; Polites, V. C.; Kelly, C. B.*; Molander, G. A.* Org. Lett. 2018, 20, 6840.
One of the top most read papers of October 2018 in Org. Lett; Highlighted in SYNFACTS.

40) 3-Boryl-2,1-borazaronaphthalene: Umpolung Reagents for Diversifying Naphthalene Isosteres

Compton, J. S.; Saeednia, B.; Kelly, C. B.; Molander, G. A. J. Org. Chem. 2018, 83, 9484.

39) Redox-Neutral Photocatalytic Cyclopropanation via Radical/Polar Crossover

Phelan, J. P.; Lang, S. B.; Compton, J. S.; Kelly, C. B.;Dykstra, R.; Gutierrez, O.; Molander, G. A. J. Am. Chem. Soc. 2018, 140, 8037.
One of the top most read papers of July 2018 in JACS; Highlighted in SYNFACTS; Highlighted in "Some Items of Interest to Process R&D Chemists and Engineers” Highlighted in Organic Chemistry Portal .

38) Rapid Access to Diverse Trifluoromethyl-Substituted Alkenes Using Complementary Strategies

Wiles, R. W.; Phelan, J. P.; Lang, S. B.; Kelly, C. B.; Molander, G. A. Chem. Sci. 2018, 9, 3215.

37) Engaging Sulfinate Salts via Ni/Photoredox Dual Catalysis Enables Facile C_sp2–SO₂R Coupling

Cabrera Afonso, M. J.; Lu, Z.; Kelly, C. B.; Lang, S. B.; Dykstra, R.; Gutierrez, O.; Molander, G. A. Chem. Sci. 2018, 9, 3186.

36) Photoredox Generation of Carbon-Centered Radicals Enables the Construction of 1,1-Difluoroalkene Carbonyl Mimics

Lang, S. B.; Wiles, R. W.; Kelly, C. B.; Molander, G. A. Angew. Chem., Int. Ed. 2017, 56, 15073.
Highlighted in ChemistryViews

35) Oxidative functionalisation of alcohols and aldehydes via the merger of oxoammonium cations and photoredox catalysis

Nandi, J.; Ovian, J. M.; Kelly, C. B.; Leadbeater, N. E. Org. Biomol. Chem. 2017, 15, 8295.

34) Aminomethylation of Aryl Halides via Ni/Photoredox Dual Catalysis

Remeur, C.; Kelly, C. B.; Patel, N. R.; Molander, G. A. ACS Catal. 2017, 7, 6065.
One of the top most read papers of August 2017 in ACS Catalysis.

33) Haloselective Cross-Coupling via Ni/Photoredox Dual Catalysis

Lin, K.; Wiles, R. J.; Kelly, C. B.; Davies, G. H. M.; Molander, G. A. ACS Catal. 2017, 7, 5129.
One of the top most read papers of July 2017 in ACS Catalysis; Highlighted in SYNFACTS.

32) Azaborininones: Synthesis and Structural Analysis of a Class of Azaborines

Davies, G. H. M.; Mukhtar, A.; Saeednia, B.; Sherafat, F.; Kelly, C. B.; Molander, G. A. J. Org. Chem. 2017, 82, 5380.

31) Accessing N-Acyl Azoles via Oxoammonium Salt-Mediated Oxidative Amidation

Ovian, J. M.; Kelly, C. B.; Pistritto, V. A.; Leadbeater, N. E. Org. Lett. 2017, 19, 1286.

30) Mild, Redox-Neutral Alkylation of Imines Enabled by an Organic Photocatalyst

Patel, N. R.; Kelly, C. B.; Siegenfeld, A. P.; Molander, G. A. ACS Catal. 2017, 7, 1766.
One of the top most read papers of February 2017 in ACS Catalysis.; Highlighted in SYNFACTS.

29) Preparation of visible-light-activated metal complexes and their use in photoredox/nickel dual catalysis

Kelly, C. B.; Patel, N. R.; Primer, D. N.; Jouffroy, M.; Tellis, J. C.; Molander, G. A. Nat. Protoc. 2017, 12, 472.

28) Preparation of diisopropylammonium bis(catecholato)cyclohexylsilicate

Lin, K.; Kelly, C. B.; Jouffroy, M.; Molander, G. A. Org. Synth. 2017, 94, 16.

27) Oxidative Cleavage of Silyl Ethers by an Oxoammonium Salt

Loman, J. J.; Pistritto, V. A.; Kelly, C. B.; Leadbeater, N. E. Synlett 2016, 27, 2372.

26) Single-Electron Transmetalation via Photoredox/Nickel Dual Catalysis: Unlocking a New Paradigm for sp3–sp2 Cross-Coupling

Tellis, J. C.; Kelly, C. B.; Primer, D. N.; Jouffroy, M.; Patel, N. R.; Molander, G. A. Acc. Chem. Res. 2016, 49, 1429.
Published as part of the Accounts of Chemical Research special issue “Photoredox Catalysis in Organic Chemistry”; The top most read paper of August 2016 in Accounts of Chemical Research; One of the top five most read papers in Accounts of Chemical Research (2016–2017).

25) A combined computational and experimental investigation of the oxidative ring-opening of cyclic ethers by oxoammonium cations

Loman, J. J.; Carnaghan, E. R.; Hamlin, T. A.; Ovian, J. M.; Kelly, C. B.; Mercadante, M. A.; Leadbeater, N. E. Org. Biomol. Chem. 2016, 18, 876.

24) Thioetherification via Photoredox/Nickel Dual Catalysis

Jouffroy, M.; Kelly, C. B.; Molander, G. A. Org. Lett. 2016, 18, 876.
Highlighted in Organic Chemistry Portal

23) Engaging Alkenyl Halides with Alkylsilicates via Photoredox Dual Catalysis

Patel, N. R.; Kelly, C. B.; Jouffroy, M.; Molander, G. A. Org. Lett. 2016, 18, 764.
Highlighted in Organic Chemistry Portal

22) Toward a Unified Mechanism for Oxoammonium Salt-Mediated Oxidation Reactions: A Theoretical and Experimental Study Using a Hydride Transfer Model

Hamlin, T. A.; Kelly, C. B.; Ovian, J. M.; Wiles, R. J.; Tilley, L. J.; Leadbeater, N. E. J. Org. Chem. 2015, 80, 8150.

21) Synthesis of Perfluoroalkyl-Substituted Vinylcyclopropanes by Way of Enhanced Neighboring Group Participation

Kelly, C. B.; Mercadante, M. A.; Carnaghan, E. R.; Doherty, M. J.; Fager, D. C.; Hauck, J. J.; MacInnis, A. E.; Tilley, L. J.; Leadbeater, N. E. Eur. J. Org. Chem. 2015, 4071.

20) Oxidative Cleavage of Allyl Ethers by an Oxoammonium Salt

Kelly, C. B.; Ovian, J. M.; Cywar, R. M.; Gossland, T. R.; Wiles, R. J.; Leadbeater, N. E. Org. Biomol. Chem. 2015, 13, 4255.

19) Access to Nitriles from Aldehydes Mediated by an Oxoammonium Salt

Kelly, C. B.; Lambert, K. M.; Mercadante, M. A.; Ovian, J. M.; Bailey, W. F.; Leadbeater, N. E. Angew. Chem., Int. Ed. 2015, 54, 4241.
Highlighted in "Some Items of Interest to Process R&D Chemists and Engineers”

18) A Continuous-Flow Approach to 3,3,3-Trifluoromethylpropenes: Bringing Together Grignard Addition, Peterson Elimination, Inline Extraction, and Solvent Switching

Hamlin, T. A.; Lazarus, G. M. L.; Kelly, C. B.; Leadbeater, N. E. Org. Process Res. Dev. 2014, 18, 1253.

17) 1,3-γ-Silyl-elimination in electron-deficient cationic systems

Mercadante, M. A.; Kelly, C. B.; Hamlin, T. A.; Delle Chiaie, K. R.; Drago, M. D.; Duffy, K. K.; Dumas, M. T.; Fager, D. C.; Glod, B. L. C.; Hansen, K. E.; Hill, C. R.; Leising, R. M.; Lynes, C. L.; Macinnis, A. E.; McGohey, M. R.; Murray, S. A.; Piquette, M. C.; Roy, S. L.; Smith, R. M.; Sullivan, K. R.; Truong, B. H.; Vailonis, K. M.; Gorbatyuk, V.; Leadbeater, N. E. Chem. Sci. 2014, 5, 3983.

16) A Scalable and Regioselective Synthesis of 2-Difluoromethyl Pyridines from Commodity Chemicals

Desrosiers, J.-N.;Kelly, C. B.; Fandrick, D. R.; Nummy, L.; Campbell, S. J.; Wei, X.; Sarvestani, M.; Lee, H.; Sienkiewicz, A.; Sanyal, S.; Zeng, X.; Grinberg, N.; Ma, S.; Song, J. J.; Senanayake, C. H. Org. Lett. 2014, 16, 1724.

15) Methylenation of Perfluoroalkyl Ketones using a Peterson Olefination Approach

Hamlin, T. A.; Kelly, C. B.; Cywar, R. M.; Leadbeater, N. E. J. Org. Chem. 2014, 79, 1145.
Highlighted in Organic Chemistry Portal

14) Oxoammonium Salt Oxidations of Alcohols in the Presence of Pyridine Bases

Bobbitt, J. M.; Bartelson, A. L.; Bailey, W. F.; Hamlin, T. A.; Kelly, C. B. J. Org. Chem. 2014, 79, 1055.

13) Trifluoromethyl ketones: properties, preparation, and application

Kelly, C. B.; Mercadante, M. A.; Leadbeater, N. E. Chem. Commun. 2013, 49, 11133.

12) Oxidative Esterification of Aldehydes via an Oxoammonium Salt

Kelly, C. B.; Mercadante, M. A.; Wiles, R. J.; Leadbeater, N. E. Org. Lett. 2013, 15, 2222.

11) Dehydrogenation of Perfluoroalkyl Ketones Using a Recyclable Oxoammonium Salt

Hamlin, T. A.; Kelly, C. B.; Leadbeater, N. E. Eur. J. Org. Chem. 2013, 3658.

10) Synthesis of 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate and 4-acetamido-(2,2,6,6-tetramethyl-piperidin-1-yl)oxyl and their use in oxidative reactions

Mercadante, M. A.; Kelly, C. B.; Bobbitt, J. M.; Tilley, L. J.; Leadbeater, N. E. Nat. Protoc. 2013, 8, 666.

9) 2,2,6,6-Tetramethylpiperidine-Based Oxoammonium Salts

Kelly, C. B. Synlett 2013, 24, 527.

8) Oxidation of α-Trifluoromethyl Alcohols Using a Recyclable Oxoammonium Salt

Kelly, C. B.; Mercadante, M. A.; Hamlin, T. A.; Fletcher, M. H.; Leadbeater, N. E. J. Org. Chem. 2012, 77, 8131.

7) A Weinreb amide approach to the synthesis of trifluoromethylketones

Rudzinski, D. M.; Kelly C. B.; Leadbeater, N. E. Chem. Commun. 2012, 9610.
Highlighted in "Some Items of Interest to Process R&D Chemists and Engineers”

6) Continuous Flow Hydrogenation Using an On-Demand Gas Delivery Reactor

Mercadante, M. A.; Kelly, C. B.; Lee, C.; Leadbeater, N. E. Org. Process Res. Dev. 2012, 16, 1064.

5) Access to Dienophilic Ene-Triketone Synthons by Oxidation of Diketones with an Oxoammonium Salt

Eddy, N. A.; Kelly, C.B.; Mercadante, M. A.; Leadbeater, N. E.; Fenteany, G. Org. Lett. 2012, 14, 498.

4) Copper-catalyzed direct preparation of diaryl sulfides from aryl iodides using potassium thiocyanate as a sulfur transfer reagent

Kelly, C. B.; Lee, C.; Leadbeater, N. E. Tetrahedron Lett. 2011, 52, 4587.

3) A Continuous-Flow Approach to Palladium-Catalyzed Alkoxycarbonylation Reactions

Kelly, C. B.; Lee, C.; Mercadante, M. A.; Leadbeater, N. E. Org. Process Res. Dev. 2011, 15, 717.

2) Enabling the Synthesis of Perfluoroalkyl Bicyclobutanes via 1,3 γ-Silyl Elimination

Kelly, C. B.; Colthart, A. M.; Constant, B.D.; Corning, S.R.; Dubois, L. N. E.; Genovese, J.T.; Radziewicz, J. L.; Sletten, E. M.; Whitaker, K. R.; Tilley, L. J. Org. Lett. 2011, 13, 1646.

1) An approach for continuous-flow processing of reactions that involve the in situ formation of organic products

Kelly, C. B.; Lee, C.; Leadbeater N. E. Tetrahedron Lett. 2010, 52, 263.

The Kelly GroupPublications