2018

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, doi: 10.1021/acs.orglett.8b02968.

Recent Advances in Alkyl Carbon-Carbon Bond Formation by Nickel/Photoredox Cross-Coupling

Milligan, J. A.;* Phelan, J. P.;* Badir, S.O; Molander, G. A. Angew. Chem. Int. Ed. , doi: 10.1002/anie.201809431.

Photoredox/Nickel-Catalyzed Single-Electron Tsuji-Trost Reaction: Development and Mechanistic Insight

Matsui, J. K.; Gutiérrez-Bonet, Á; Rotella, M.; Alam, R.; Gutierrez, O.; Molander, G. A. Angew. Chem. Int. Ed. , doi: 10.1002/anie.201809919.

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.

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.

Photoredox-Catalyzed Direct Reductive Amination of Aldehydes without External Hydrogen/Hydride Source

321. Alam, R.; Molander, G. A. Org. Lett. , 2018, 20 2680.

Synthesis of Reversed C‐Acyl Glycosides through Ni/Photoredox Dual Catalysis

Badir, S. O.; Dumoulin, A.; Matsui, J. K.; Molander, G. A. Angew. Chem. Int Ed., 2018, 57 6610.

Synthesis of Non–Classical Arylated C–Saccharides through Nickel/Photoredox Dual Catalysis

Dumoulin, A.; Matsui, J. K.; Gutiérrez-Bonet, A.; Molander, G. A. Angew. Chem. Int. Ed. , 2018, 57 6614.

Rapid Access to Diverse, Trifluoromethyl-Substituted Alkenes Using Complementary Strategies

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

Engaging Sulfinate Salts via Ni/Photoredox Dual Catalysis Enables Facile Csp2-SO2Ar Coupling

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

Scalable thioarylation of unprotected peptides and biomolecules under Ni/photoredox catalysis

Vara, B. A.; Li, X.; Berritt, S.; Walters, C. R.; Petersson, E. J.; Molander, G. A. Chem. Sci., 2018, 9336.

Direct Synthesis of Secondary Benzylic Alcohols Enabled by Photoredox/Ni Dual-Catalyzed Cross-Coupling

Alam, R.; Molander, G. A. J. Org. Chem., 2017, 82, 13728.

Nickel/Photoredox-Catalyzed Amidation via Alkylsilicates and Isocyanates

Zheng, S.; Primer, D. N.; Molander, G. A. ACS Catal., 2017, 7, 7957.

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.

Late-Stage C–H Alkylation of Heterocycles and 1,4-Quinones via Oxidative Homolysis of 1,4-Dihydropyridines

Gutiérrez-Bonet, A.; Remeur, C.; Matsui, J. K.; Molander, G. A. J. Am. Chem. Soc., 2017, 139, 12251.

Aminomethylation of Aryl Halides Using α-Silylamines Enabled by Ni/Photoredox Dual Catalysis

Remeur, C.; Kelly, C. B.; Patel, N. R.; Molander, G. A. ACS Catal., 2017, 7, 6065.

Enabling the Cross-Coupling of Tertiary Organoboron Nucleophiles through Radical-Mediated Alkyl Transfer

Primer, D. N.; Molander, G. A. J. Am. Chem. Soc., 2017, 139, 9847.

Regioselective Diversification of 2,1-Borazaronaphthalenes: Unlocking Isosteric Space via C–H Activation

Davies, G. H. M.; Jouffroy, M.; Sherafat, F.; Saeednia, B.; Howshall, C.; Molander, G. A. J. Org. Chem., 2017, 82, 8072.

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.

Direct Conversion of Carboxylic Acids to Alkyl Ketones

Amani, J.; Molander, G. A. Org. Lett., 2017, 19, 3612.

Azaborininones: Synthesis and Structural Analysis of a Carbonyl-Containing 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.

O-Benzyl Xanthate Esters under Ni/Photoredox Dual Catalysis: Selective Radical Generation and Csp3–Csp2 Cross-Coupling

Vara, B. A.; Patel, N. R.; Molander, G. A. ACS Catal., 2017, 7, 3955.

Synergistic Visible-Light Photoredox/Nickel-Catalyzed Synthesis of Aliphatic Ketones via N–C Cleavage of Imides

Amani, J.; Alam, R.; Badir, S.; Molander, G. A. Org. Lett., 2017, 19, 2426.

Photoredox-Mediated Routes to Radicals: The Value of Catalytic Radical Generation in Synthetic Methods Development

Matsui, J. K.; Lang, S. B.; Heitz, D. R.; Molander, G. A. ACS Catal., 2017, 7, 2563.

Metal-free C–H alkylation of heteroarenes with alkyltrifluoroborates: a general protocol for 1°, 2° and 3° alkylation

Matsui, J. K.; Primer, D. N.; Molander, G. A. Chem. Sci., 2017, 8, 3512.

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

Patel, N. P.; Kelly, C. B.; Siegenfeld, A. P.; Molander, G. A. ACS Catal., 2017, 7, 1766.

Organocatalyzed, Photoredox Heteroarylation of 2-Trifluoroboratochromanones via C–H Functionalization

Matsui, J. K.; Molander, G. A. Org. Lett., 2017, 19, 950.

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

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

Preparation of Diisopropylammonium Bis(catecholato)cyclohexylsilicate

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

Synergistic Photoredox/Nickel Coupling of Acyl Chlorides with Secondary Alkyltrifluoroborates: Dialkyl Ketone Synthesis

Amani, J.; Molander, G. A. J. Org. Chem., 2017, 82, 1856

Direct α-Arylation/Heteroarylation of 2-Trifluoroboratochromanones via Photoredox/Nickel Dual Catalysis

Matsui, J. K.; Molander, G. A. Org. Lett., 2017, 19, 436

C(sp3)–C(sp2) cross-coupling of alkylsilicates with borylated aryl bromides – an iterative platform to alkylated aryl- and heteroaryl boronates

Vara, B. A.; Jouffroy, M.; Molander, G. A. Chem. Sci., 2017, 8, 530

Method for Accessing Nitrogen-Containing, B-Heteroaryl-Substituted 2,1-Borazaronaphthalenes

Davies, G. H. M.; Zhou, Z.-Z.; Jouffroy, M.; Molander, G. A. J. Org. Chem., 2016, 82, 549.

2016

1,4-Dihydropyridines as Alkyl Radical Precursors: Introducing the Aldehyde Feedstock to Nickel/Photoredox Dual Catalysis

Gutiérrez-Bonet, A.; Tellis, J. C.; Matsui, J. K.; Vara, B. A.; Molander, G. A ACS Catal., 2016, 6, 8004

Photochemical Nickel-Catalyzed C–H Arylation: Synthetic Scope and Mechanistic Investigations

Heitz, D. R.; Tellis, J. C.; Molander, G. A. J. Am. Chem. Soc., 2016, 138, 12715

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

Visible-Light-Mediated Alkenylation, Allylation, and Cyanation of Potassium Alkyltrifluoroborates with Organic Photoredox Catalysts

Heitz, D. R.; Rizwan, K.; Molander, G. A. J. Org. Chem., 2016, 81 7308

Phenol Derivatives as Coupling Partners with Alkylsilicates in Photoredox/Nickel Dual Catalysis

Patel, N. R.; Molander, G. A. J. Org. Chem., 2016, 81 7271

Single-Electron Transmetalation: Photoredox/Nickel Dual Catalytic Cross-Coupling of Secondary Alkyl β-Trifluoroboratoketones and -esters with Aryl Bromides

Tellis, J. C.; Amani, J.; Molander, G. A. Org. Lett., 2016, 18 2572

Single-Electron Transmetalation: Protecting-Group-Independent Synthesis of Secondary Benzylic Alcohol Derivatives via Photoredox/Nickel Dual Catalysis

Karimi-Nami, R.; Tellis, J. C.; Molander, G. A. Org. Lett., 2016, 18 2572

Synthesis of Functionalized 1,3,2-Benzodiazaborole Cores Using Bench-Stable Components

Davies, G. H. M.; Molander, G. A. J. Org. Chem., 2016, 81 3771

Accessing Elaborated 2,1-Borazaronaphthalene Cores Using Photoredox/Nickel Dual-Catalytic Functionalization

Jouffroy, M.; Davies, G. H. M.; Molander, G. A. Org. Lett., 2016, 18 1606

Thioetherification via Photoredox/Nickel Dual Catalysis

Jouffroy, M.; Kelly, C. B.; Molander, G. A. Org. Lett., 2016, 18 876

Engaging Alkenyl Halides with Alkylsilicates via Photoredox Dual Catalysis

Patel, N. R.; Kelly, C. B.; Jouffroy, M.; Molander, G. A. Org. Lett., 2016, 18 746

Visible Light Photoredox Cross-Coupling of Acyl Chlorides with Potassium Alkoxymethyltrifluoroborates: Synthesis of α-Alkoxyketones

Amani, J.; Sodagar, E.; Molander, G. A. Org. Lett., 2016, ASAP

Base-Free Photoredox/Nickel Dual-Catalytic Cross-Coupling of Ammonium Alkylsilicates

Jouffroy, M.; Primer, D. N.; Molander, G. A. J. Am. Chem. Soc., 2016, 138, 475

Single-Electron Transmetalation: Synthesis of 1,1-Diaryl-2,2,2-trifluoroethanes by Photoredox/Nickel Dual Catalytic Cross-Coupling

Ryu, D.; Primer, D. N.; Tellis, J. C.; Molander, G. A. Chem. Eur. J. , 2016, 22, 120

α-Arylation/Heteroarylation of Chiral α-Aminomethyltrifluoro-borates by Synergistic Iridium Photoredox/Nickel Cross-Coupling Catalysis

El Khatib, M.; Serafim, R. A. M.; Molander, G. A. Angew. Chem. Int. Ed., 2016, 55, 254

2015

A modified procedure for the palladium catalyzed borylation/Suzuki-Miyaura cross-coupling of aryl and heteroaryl halides utilizing bis-boronic acid

Molander, G. A.; Trice, S. L. J.; Tschaen, B. Tetrahedron, 2015, 71, 5758

Copper-mediated N-arylation of methyl 2-aminothiophene-3-carboxylate with organoboron reagents

Rizwan, K.; Karakaya, I.; Heitz, D.; Zubair, M.; Rasool, N.; Molander, G. A.Tetrahedron Lett., 2015, 56, 6839

Protecting group-free, selective cross-coupling of alkyltrifluoroborates with borylated aryl bromides via photoredox/nickel dual catalysis

Yamashita, Y. Tellis, J. C.; Molander, G. A. Proc. Natl. Acad. Sci. U. S. A., 2015, 112, 12026

Organotrifluoroborates: Another Branch of the Mighty Oak

Molander, G. A. J. Org. Chem., 2015, 80, 7837

Toward Efficient Nucleophilic Azaborine Building Blocks for the Synthesis of B–N Naphthyl (Hetero)arylmethane Isosteres

Amani, J.; Molander, G. A. Org. Lett., 2015, 17, 3624

Photoredox Cross-Coupling: Ir/Ni Dual Catalysis for the Synthesis of Benzylic Ethers

Karakaya, I.; Primer, D. N.; Molander, G. A. Org. Lett., 2015, 17, 3294

Nickel-Catalyzed Cross-Coupling of Photoredox-Generated Radicals: Uncovering a General Manifold for Stereoconvergence in Nickel-Catalyzed Cross-Couplings

Gutierrez, O.; Tellis, J. C.; Primer, D. N.; Molander, G. A.; Kozlowski, M. C. J. Am. Chem. Soc., 2015, 137, 4896

Engaging Nonaromatic, Heterocyclic Tosylates in Reductive Cross-Coupling with Aryl and Heteroaryl Bromides

Molander, G. A.; Traister, K. M.; O’Neill, B. T. J. Org. Chem., 2015, 80, 2907

Single-Electron Transmetalation: An Enabling Technology for Secondary Alkylboron Cross-Coupling

Primer, D. N.; Karakaya, I.; Tellis, J. C.; Molander, G. A. J. Am. Chem. Soc., 2015, 137, 2195