Cross-Electrophile Coupling: Principles, Methods, and Applications in Synthesis

LE Ehehalt, OM Beleh, IC Priest, JM Mouat… - Chemical …, 2024 - ACS Publications
Cross-electrophile coupling (XEC), defined by us as the cross-coupling of two different σ-
electrophiles that is driven by catalyst reduction, has seen rapid progression in recent years …

Beyond 20 in the 21st century: prospects and challenges of non-canonical amino acids in peptide drug discovery

JL Hickey, D Sindhikara, SL Zultanski… - ACS Medicinal …, 2023 - ACS Publications
Life is constructed primarily using a toolbox of 20 canonical amino acids─ relying upon
these building blocks for the assembly of proteins and peptides that regulate nearly every …

Zinc and manganese redox potentials in organic solvents and their influence on nickel-catalysed cross-electrophile coupling

ZM Su, R Deng, SS Stahl - Nature Chemistry, 2024 - nature.com
Zinc and manganese are widely used as reductants in synthetic methods, such as nickel-
catalysed cross-electrophile coupling (XEC) reactions, but their redox potentials are …

Nickel-Catalyzed Electroreductive Coupling of Alkylpyridinium Salts and Aryl Halides

J Fu, W Lundy, R Chowdhury, JC Twitty, LP Dinh… - ACS …, 2023 - ACS Publications
An electrochemical, nickel-catalyzed reductive coupling of alkylpyridinium salts and aryl
halides is reported. High-throughput experimentation (HTE) was employed for rapid reaction …

Photoinduced Nickel-Catalyzed Homolytic C(sp3)–N Bond Activation of Isonitriles for Selective Carbo- and Hydro-Cyanation of Alkynes

J Qin, Y Li, Y Hu, Z Huang, W Miao… - Journal of the American …, 2024 - ACS Publications
The exploration of strong chemical bonds as synthetic handles offers new disconnection
strategies for the synthesis of functionalized molecules via transition metal catalysis …

Formal Cross-Coupling of Amines and Carboxylic Acids to Form sp3–sp2 Carbon–Carbon Bonds

JL Douthwaite, R Zhao, E Shim, B Mahjour… - Journal of the …, 2023 - ACS Publications
Amines and carboxylic acids are abundant synthetic building blocks that are classically
united to form an amide bond. To access new pockets of chemical space, we are interested …

Metal-free photocatalytic cross-electrophile coupling enables C1 homologation and alkylation of carboxylic acids with aldehydes

S Bonciolini, A Pulcinella, M Leone, D Schiroli… - Nature …, 2024 - nature.com
In contemporary drug discovery, enhancing the sp3-hybridized character of molecular
structures is paramount, necessitating innovative synthetic methods. Herein, we introduce a …

Cu-Catalyzed α-Alkylation of Glycine Derivatives for C(sp3)–H/C(sp3)–H Bond Selective Functionalization

H Xiang, Y Ye - ACS Catalysis, 2023 - ACS Publications
Herein, we present the example of Cu-catalyzed oxidation coupling of amino acids/peptides
for producing α-alkylated unnatural glycine derivatives by the activation of double C (sp3) …

Harnessing Sulfur (VI) Fluoride Exchange Click Chemistry and Photocatalysis for Deaminative Benzylic Arylation

D Chattapadhyay, A Aydogan, K Doktor, A Maity… - ACS …, 2023 - ACS Publications
While being among the most common functional handles present in organic molecules,
amines are a widely underutilized linchpin for C–C bond formation. To facilitate C–N bond …

Photoredox Nickel‐Catalysed Stille Cross‐Coupling Reactions

Z Zhou, J Yang, B Yang, Y Han, L Zhu… - Angewandte Chemie …, 2023 - Wiley Online Library
The Stille cross‐coupling reaction is one of the most common strategies for the construction
of C− C bonds. Despite notable strides in the advancement of the Stille reaction, persistent …