The hydrophobic effect applied to organic synthesis: recent synthetic chemistry “in water”

BH Lipshutz, S Ghorai… - Chemistry–A European …, 2018 - Wiley Online Library
Recent developments over the past few years in aqueous micellar catalysis are discussed.
Applications to problems in synthesis are highlighted, enabled by the use of surfactants that …

The 2‐Pyridyl Problem: Challenging Nucleophiles in Cross‐Coupling Arylations

XAF Cook, A de Gombert, J McKnight… - Angewandte …, 2021 - Wiley Online Library
Azine‐containing biaryls are ubiquitous scaffolds in many areas of chemistry, and efficient
methods for their synthesis are continually desired. Pyridine rings are prominent amongst …

“Cationic” Suzuki–Miyaura coupling with acutely base-sensitive boronic acids

L Chen, DR Sanchez, B Zhang… - Journal of the American …, 2017 - ACS Publications
Fast, base-promoted protodeboronation of polyfluoroaryl and heteroaryl boronic acids
complicates their use in Suzuki–Miyaura coupling (SMC) because a base is generally …

Iridium-catalyzed C–H borylation of pyridines

SA Sadler, H Tajuddin, IAI Mkhalid… - Organic & …, 2014 - pubs.rsc.org
The iridium-catalysed C–H borylation is a valuable and attractive method for the preparation
of aryl and heteroaryl boronates. However, application of this methodology for the …

An “on-cycle” precatalyst enables room-temperature polyfluoroarylation using sensitive boronic acids

L Chen, H Francis, BP Carrow - ACS Catalysis, 2018 - ACS Publications
The use of fluorinated arylboronic acid building blocks in cross-coupling has remained
challenging, because of their acute base sensitivity. We report a general solution to this …

AC–H borylation approach to Suzuki–Miyaura coupling of typically unstable 2–heteroaryl and polyfluorophenyl boronates

DW Robbins, JF Hartwig - Organic letters, 2012 - ACS Publications
A method for the synthesis of biaryls and heterobiaryls from arenes and haloarenes without
the intermediacy of unstable boronic acids is described. Pinacol boronate esters that are …

Synthesis of solid 2-pyridylzinc reagents and their application in Negishi reactions

JR Colombe, S Bernhardt, C Stathakis… - Organic …, 2013 - ACS Publications
Synthesis of Solid 2-Pyridylzinc Reagents and Their Application in Negishi Reactions | Organic
Letters ACS ACS Publications C&EN CAS Find my institution Log In Organic Letters ACS …

Weak Base-Promoted Direct Cross-Coupling of Naphthalene-1, 8-diaminato-substituted Arylboron Compounds

K Tomota, J Li, H Tanaka, M Nakamoto, T Tsushima… - JACS Au, 2024 - ACS Publications
The indispensability of a base in Suzuki–Miyaura coupling (SMC) employing organoboronic
acids/esters is well recognized, which occasionally induces competitive protodeborylation in …

A Micellar Catalysis Strategy for Suzuki–Miyaura Cross-Couplings of 2-Pyridyl MIDA Boronates: No Copper, in Water, Very Mild Conditions

NA Isley, Y Wang, F Gallou, S Handa, DH Aue… - ACS …, 2017 - ACS Publications
Suzuki–Miyaura (SM) cross-couplings of 2-pyridyl MIDA boronates can be successfully
carried out in the complete absence of copper by attenuation of the Lewis basicity …

Magnetic nanoparticles-supported palladium catalyzed Suzuki-Miyaura cross coupling

SP Vibhute, PM Mhaldar, RV Shejwal, DM Pore - Tetrahedron Letters, 2020 - Elsevier
A new magnetic nanoparticles-supported palladium (II) nanomagnetic catalyst (Pd-AcAc-Am-
Fe 3 O 4@ SiO 2) was synthesized and characterized using attenuated total reflectance …