Photochemical and electrochemical applications of proton-coupled electron transfer in organic synthesis

PRD Murray, JH Cox, ND Chiappini, CB Roos… - Chemical …, 2021 - ACS Publications
We present here a review of the photochemical and electrochemical applications of multi-
site proton-coupled electron transfer (MS-PCET) in organic synthesis. MS-PCETs are redox …

Mechanistic development and recent applications of the Chan–Lam amination

MJ West, JWB Fyfe, JC Vantourout… - Chemical …, 2019 - ACS Publications
Transition metal-mediated formation of C–N bonds is an essential synthetic methodology.
The discovery of the Chan–Lam amination provided a C–N bond forming process that was …

A multi-objective active learning platform and web app for reaction optimization

JAG Torres, SH Lau, P Anchuri… - Journal of the …, 2022 - ACS Publications
We report the development of an open-source experimental design via Bayesian
optimization platform for multi-objective reaction optimization. Using high-throughput …

Closed-loop optimization of general reaction conditions for heteroaryl Suzuki-Miyaura coupling

NH Angello, V Rathore, W Beker, A Wołos, ER Jira… - Science, 2022 - science.org
General conditions for organic reactions are important but rare, and efforts to identify them
usually consider only narrow regions of chemical space. Discovering more general reaction …

Beyond classical sulfone chemistry: metal-and photocatalytic approaches for C–S bond functionalization of sulfones

J Corpas, SH Kim-Lee, P Mauleón… - Chemical Society …, 2022 - pubs.rsc.org
The exceptional versatility of sulfones has been extensively exploited in organic synthesis
across several decades. Since the first demonstration in 2005 that sulfones can participate …

[HTML][HTML] Mechanistic analysis by NMR spectroscopy: A users guide

Y Ben-Tal, PJ Boaler, HJA Dale, RE Dooley… - Progress in nuclear …, 2022 - Elsevier
A 'principles and practice'tutorial-style review of the application of solution-phase NMR in the
analysis of the mechanisms of homogeneous organic and organometallic reactions and …

Base-free nickel-catalysed decarbonylative Suzuki–Miyaura coupling of acid fluorides

CA Malapit, JR Bour, CE Brigham, MS Sanford - Nature, 2018 - nature.com
Abstract The Suzuki–Miyaura cross-coupling of organoboron nucleophiles with aryl halide
electrophiles is one of the most widely used carbon–carbon bond-forming reactions in …

A radical approach for the selective C–H borylation of azines

JH Kim, T Constantin, M Simonetti, J Llaveria… - Nature, 2021 - nature.com
Boron functional groups are often introduced in place of aromatic carbon–hydrogen bonds
to expedite small-molecule diversification through coupling of molecular fragments …

Aryl boronic esters are stable on silica gel and reactive under Suzuki–Miyaura coupling conditions

N Oka, T Yamada, H Sajiki, S Akai, T Ikawa - Organic Letters, 2022 - ACS Publications
A wide range of aryl boronic 1, 1, 2, 2-tetraethylethylene glycol esters [ArB (Epin) s] were
readily synthesized. Purifying aryl boronic esters by conventional silica gel chromatography …

A General Copper Catalytic System for Suzuki–Miyaura Cross-Coupling of Unactivated Secondary and Primary Alkyl Halides with Arylborons

Y Zhou, L Qiu, J Li, W Xie - Journal of the American Chemical …, 2023 - ACS Publications
Suzuki–Miyaura cross-couplings (SMC) are powerful tools for the construction of carbon–
carbon bonds. However, the couplings of sp3-hybridized alkyl halides with arylborons often …