Reductive cross-coupling of unreactive electrophiles

X Pang, PF Su, XZ Shu - Accounts of Chemical Research, 2022 - ACS Publications
Conspectus Transition-metal-catalyzed reductive coupling of electrophiles has emerged as
a powerful tool for the construction of molecules. While major achievements have been …

Late-stage functionalization for improving drug-like molecular properties

NJ Castellino, AP Montgomery, JJ Danon… - Chemical …, 2023 - ACS Publications
The development of late-stage functionalization (LSF) methodologies, particularly C–H
functionalization, has revolutionized the field of organic synthesis. Over the past decade …

A Paradigm Shift in Catalysis: Electro-and Photomediated Nickel-Catalyzed Cross-Coupling Reactions

MD Palkowitz, MA Emmanuel… - Accounts of Chemical …, 2023 - ACS Publications
Conspectus Transition-metal catalyzed cross-coupling reactions are fundamental reactions
in organic chemistry, facilitating strategic bond formations for accessing natural products …

Nickel Catalysis via SH2 Homolytic Substitution: The Double Decarboxylative Cross-Coupling of Aliphatic Acids

AV Tsymbal, LD Bizzini… - Journal of the American …, 2022 - ACS Publications
Cross-coupling platforms are traditionally built around a sequence of closed-shell steps,
such as oxidative addition, transmetalation, and reductive elimination. Herein, we describe a …

Rapid and modular access to quaternary carbons from tertiary alcohols via bimolecular homolytic substitution

CA Gould, AL Pace… - Journal of the American …, 2023 - ACS Publications
Quaternary carbons are ubiquitous in bioactive molecules; however, synthetic methods for
the construction of this motif remain underdeveloped. Here, we report the synthesis of …

Elucidating electron-transfer events in polypyridine nickel complexes for reductive coupling reactions

CS Day, Á Rentería-Gómez, SJ Ton, AR Gogoi… - Nature Catalysis, 2023 - nature.com
Polypyridine-ligated nickel complexes are widely used as privileged catalysts in a variety of
cross-coupling reactions. The rapid adoption of these complexes is tentatively attributed to …

Comproportionation and disproportionation in nickel and copper complexes

CS Day, R Martin - Chemical Society Reviews, 2023 - pubs.rsc.org
Disproportionation and comproportionation reactions have become increasingly important
electron transfer events in organometallic chemistry and catalysis. The renewed interest in …

Nontraditional Fragment Couplings of Alcohols and Carboxylic Acids: C(sp3)–C(sp3) Cross-Coupling via Radical Sorting

HA Sakai, DWC MacMillan - Journal of the American Chemical …, 2022 - ACS Publications
Alcohols and carboxylic acids are among the most commercially abundant, synthetically
versatile, and operationally convenient functional groups in organic chemistry. Under visible …

Expedient Access to Underexplored Chemical Space: Deoxygenative C(sp3)–C(sp3) Cross-Coupling

WL Lyon, DWC MacMillan - Journal of the American Chemical …, 2023 - ACS Publications
Alcohols are commercially abundant and structurally diverse reservoirs of sp3-hybridized
chemical space. However, the direct utilization of alcohols in C–C bond-forming cross …

Photoredox Catalysis-Enabled Sulfination of Alcohols and Bromides

WP Carson II, PJ Sarver, NS Goudy… - Journal of the …, 2023 - ACS Publications
Sulfinates are important lynchpin intermediates in pharmaceutical production; however, their
synthesis via photoredox catalysis is challenging because of their facile oxidation. We …