Radical C(sp3)–H functionalization and cross-coupling reactions

DL Golden, SE Suh, SS Stahl - Nature Reviews Chemistry, 2022 - nature.com
C–H functionalization reactions are playing an increasing role in the preparation and
modification of complex organic molecules, including pharmaceuticals, agrochemicals and …

Copper-Catalyzed Benzylic C–H Cross-Coupling Enabled by Redox Buffers: Expanding Synthetic Access to Three-Dimensional Chemical Space

SJ Chen, SW Krska, SS Stahl - Accounts of chemical research, 2023 - ACS Publications
Conspectus Cross-coupling methods are the most widely used synthetic methods in
medicinal chemistry. Existing reactions are dominated by methods such as amide coupling …

Benzylic C–H esterification with limiting C–H substrate enabled by photochemical redox buffering of the Cu catalyst

DL Golden, C Zhang, SJ Chen… - Journal of the …, 2023 - ACS Publications
Copper-catalyzed radical-relay reactions provide a versatile strategy for selective C–H
functionalization; however, reactions with peroxide-based oxidants often require excess C …

Polar Heterobenzylic C(sp3)–H Chlorination Pathway Enabling Efficient Diversification of Aromatic Nitrogen Heterocycles

S Maity, MA Lopez, DM Bates, S Lin… - Journal of the …, 2023 - ACS Publications
Site-selective radical reactions of benzylic C–H bonds are now highly effective methods for
C (sp3–H) functionalization and cross-coupling. The existing methods, however, are often …

Azolation of benzylic C–H bonds via photoredox-catalyzed carbocation generation

M Das, L Zamani, C Bratcher… - Journal of the American …, 2023 - ACS Publications
A visible-light photoredox-catalyzed method is reported that enables the coupling between
benzylic C–H substrates and N–H azoles. Classically, medicinally relevant N-benzyl azoles …

Selective functionalization of benzylic C (sp3)–H bonds to synthesize complex molecules

Y Zhang, T Zhang, S Das - Chem, 2022 - cell.com
Functionalization of the benzylic C (sp 3)–H bond has become a compelling and robust tool
to speed up pre-clinical research for" lead discovery." Besides bring frequently utilizated to …

A General Photocatalytic Strategy for Nucleophilic Amination of Primary and Secondary Benzylic C–H Bonds

ME Ruos, RG Kinney, OT Ring… - Journal of the American …, 2023 - ACS Publications
We report a visible-light photoredox-catalyzed method that enables nucleophilic amination
of primary and secondary benzylic C (sp3)–H bonds. A novel amidyl radical precursor and …

Copper-catalyzed hydroamination: enantioselective addition of pyrazoles to cyclopropenes

M Wang, JC Simon, M Xu, SA Corio… - Journal of the …, 2023 - ACS Publications
Chiral N-cyclopropyl pyrazoles and structurally related heterocycles are prepared using an
earth-abundant copper catalyst under mild reaction conditions with high regio-, diastereo …

Copper‐Catalyzed C(sp3)‐Amination of Ketone‐Derived Dihydroquinazolinones by Aromatization‐Driven C−C Bond Scission

XY Lv, R Abrams, R Martin - Angewandte Chemie, 2023 - Wiley Online Library
Herein, we describe the development of a copper‐catalyzed C (sp3)‐amination of
proaromatic dihydroquinazolinones derived from ketones. The reaction is enabled by the …

Intermolecular Enantioselective Benzylic C(sp3)−H Amination by Cationic Copper Catalysis**

L Dai, YY Chen, LJ Xiao… - Angewandte Chemie …, 2023 - Wiley Online Library
Chiral benzylic amines are privileged motifs in pharmacologically active molecules.
Intramolecular enantioselective radical C (sp3)− H functionalization by hydrogen‐atom …