Read some examples of projects performed thanks to the High Throughput Experimentation center for its creation to today.
Houng Kang, Adriana L. Jemison, Erin Nigro, Marisa C. Kozlowski “Oxidative Coupling of 3-Oxindoles with Indoles and Arenes” ChemSusChem 2019, Just Accepted.
Phelan, J.P.; Lang, S.; Sim, J.; Berritt, S.; Peat, A.J.; Billings, K.; Fan, L.; Molander, G.A. “Open-Air Alkylation Reactions in Photoredox-Catalyzed DNA Encoded Library Synthesis” J. Am. Chem. Soc. 2019, In press.
Trongsiriwat, N.; Li, M.; Pascual-Escudero, A.; Yucel, B.; Walsh, P. J. “Palladium-Catalyzed Allylic Alkylation of 2-Aryl-1,3-Dithianes, an Umpolung Synthesis of β,γ-Unsaturated Ketones” Adv. Syn. & Catal. 2019, 361, 502-509.
Ahn, S.; Sorsche, D.; Ryu, H.; Berritt, S.; Gau, M.R.; Mindiola, D. J.; and Baik,M.-H. “Rational Design of a Catalyst for the Selective Monoborylation of Methane” ACS Catal. 2018, 8, 10021-10031.
Badir, S.O.; Dumoulin, A.; Matsui, J.K., Molander, G. A. “Synthesis of Reversed C-Acyl Glycosides through Ni/Photoredox Dual Catalysis” Angew. Che. Int. Ed. 2018, 57, 6610-6613.
Wang, H.; Chen, S.; Liu, G.; Guan, H.; Zhong, D.; Cai, J.; Zheng, Z.; Mao, J.; Walsh, P. J. Synthesis of Diaryl Selenides via Palladium-Catalyzed Debenzylative Cross-Coupling of Aryl Benzyl Selenides with Aryl Bromides. Organometallics 2018, 37, 4086-4091.
Sha, S.-C.; Tcyrulnikov, S.; Li, M.; Hu, B.; Fu, Y.; Kozlowski, M. C.; Walsh, P. J. Cation-p Interactions in the Benzylic Arylation of Toluenes with Bimetallic Catalysts. J. Am. Chem. Soc. 2018, 40, 12415-12423. Highlighted in JACS Spotlight!
Li, M.; Berritt, S.; Wang, C.; Yang, X.; Liu, Y.; Sha, S.-C.; Wang, B.; Wang, R.; Gao, X.; Li, Z.; Fan, X.; Tao, Y.; Walsh, P. J. Sulfenate anions as organocatalysts for benzylic chloromethyl coupling polymerization via C=C bond formation. Nat. Commun. 2018, 9, 1754.
Li, M.; Gutierrez, O.; Berritt, S.; Pascual-Escudero, A.; Yeşilçimen, A.; Yang, X.; Adrio, J.; Huang, G.; Nakamaru-Ogiso, E.; Kozlowski, M. C.; Walsh, P. J. Transition-metal-free chemo- and regioselective vinylation of azaallyls Nature Chemistry 2017, 9, 997–1004.
Li, M.; Berritt, S.; Matuszewski, L.; Deng, G.; Pascual-Escudero, A.; Panetti, G. B.; Poznik, M.; Yang, X.; Chruma, J. J.; Walsh, P. J. Transition-Metal-Free Radical C(sp3)–C(sp2) and C(sp3)–C(sp3) Coupling Enabled by 2-Azaallyls as Super-Electron-Donors and Coupling-Partners. J. Am. Chem. Soc. 2017, 139, 16327-16333.
Zheng, S.; Primer, D.N.; Molander, G.A. “Nickel/Photoredox-Catalyzed Amidation via Alkylslicates and Isocyanates”, ACS Catalysis, 2017, 7, 7957-7961.
Gutierrez-Bonet, A.; Remeur, C.; Matsui, J.K.; Molander, G.A. “Late-Stage C-H Alkylation of Heterocycles and 1,4-Quinones via Oxydative Homolysis of 1,4-Dihydropyridines”, J. Am. Chem. Soc., 2017, 139, 12251-12258.
Primer, D.N.; Molander, G.A. “Enabling the Cross-Coupling of Tertiary Organoboron Nucleophiles through Radical Mediated Alkyl Transfer”, J. Am. Chem. Soc. 2017, 139, 9847-9850.
Matsui, J.K.; Primer, D.N.; Molander, G.A. “Metal-free C-H Alkylation of Heteroarenes with Alkyltrifluoroborates: A General Protocol for 1, 2, and 3 Alkylation”, Chem. Sci. 2017, 8, 3512-3522.
Vara, B.A.; Jouffroy, M.; Molander, G.A. “C(sp3)-C(sp2) Cross-Coupling of Alkylsylicates eith Borylated Aryl Bromides – An Iterative Platform to Alkylated Aryl- and Heteroaryl Boronates” Chem. Sci. 2017, 8, 530-535.
Li, M.; González-Esguevillas, M.; Berritt, S.; Yang, X.; Bellomo, A.; Walsh, P. J. “Palladium-Catalyzed C–H Arylation of a,b-Unsaturated Imines: Catalyst Controlled Synthesis of Enamine and Allylic Amine Derivatives” Angew. Chem. Int. Ed. 2016, 55, 2825–2829.
Smith, K.T.; Berritt, S.; Gónzales-Moreiras, M.; Ahn, S.; Smith III, M.S.; Baik, M.-H.; and Mindiola, D.J. “Catalytic Borylation of Methane.” Science 2016, 351, 1424-1427.
Gutierrez-Bonet, A.; Tellis, J.C.; Matsui, J.K.; Vara, B.A.; Molander, G.A. “1,4-Dihydropyridines as Alkyl Radical Precursors: Introducing the Aldehyde Feedstock to Nickel/Photoredox Dual Catalysis”, ACS Catalysis, 2016, 6, 8004-8008.
Heitz, D.R.; Tellis, J.C.; Molander, G.A. “Photochemical Nickel-Catalyzed C-H Arylation: Synthetic Scope and Mechanistic Investivations”, J. Am. Chem. Soc., 2016, 138, 12715-12718.
Jouffroy, M.; Primer, D.N.; Molander, G.A. “Base-Free Photoredox/Nickel Dual Catalytic Cross-Coupling of Ammonium Alkylsilicates, J. Am. Chem. Soc. 2016, 138, 475-478.
El-Khatib, M. Serafim, R.A.M.; Molander, G.A. “a-Arylation/Heteroarylation of Chiral a-Aminomethyltrifluoroborates via Synergetic Iridium Potoredox/Nickel Cross-Coupling Catalysis” Angew. Chem. Int. Ed. 2016, 55, 254-258.
Tellis, J.C.; Primer, D.N.; Molander, G.A. “Single-electron transmetalation in organoboron cross-coupling by photoredox/nickel dual catalysis” Science, 2014, 345, 433-436.
