Late-stage C–H functionalization of azines

CM Josephitis, HMH Nguyen, A McNally - Chemical reviews, 2023 - ACS Publications
Azines, such as pyridines, quinolines, pyrimidines, and pyridazines, are widespread
components of pharmaceuticals. Their occurrence derives from a suite of physiochemical …

Photons or electrons? A critical comparison of electrochemistry and photoredox catalysis for organic synthesis

NES Tay, D Lehnherr, T Rovis - Chemical reviews, 2021 - ACS Publications
Redox processes are at the heart of synthetic methods that rely on either electrochemistry or
photoredox catalysis, but how do electrochemistry and photoredox catalysis compare? Both …

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 …

Bond-forming and-breaking reactions at sulfur (IV): sulfoxides, sulfonium salts, sulfur ylides, and sulfinate salts

D Kaiser, I Klose, R Oost, J Neuhaus… - Chemical …, 2019 - ACS Publications
Organosulfur compounds have long played a vital role in organic chemistry and in the
development of novel chemical structures and architectures. Prominent among these …

Fluorine and fluorinated motifs in the design and application of bioisosteres for drug design

NA Meanwell - Journal of medicinal chemistry, 2018 - ACS Publications
The electronic properties and relatively small size of fluorine endow it with considerable
versatility as a bioisostere and it has found application as a substitute for lone pairs of …

Recent advances in minisci‐type reactions

RSJ Proctor, RJ Phipps - Angewandte Chemie International …, 2019 - Wiley Online Library
Reactions that involve the addition of carbon‐centered radicals to basic heteroarenes,
followed by formal hydrogen atom loss, have become widely known as Minisci‐type …

Radicals: reactive intermediates with translational potential

M Yan, JC Lo, JT Edwards… - Journal of the American …, 2016 - ACS Publications
This Perspective illustrates the defining characteristics of free radical chemistry, beginning
with its rich and storied history. Studies from our laboratory are discussed along with recent …

Synthetic organic electrochemistry: an enabling and innately sustainable method

EJ Horn, BR Rosen, PS Baran - ACS central science, 2016 - ACS Publications
While preparative electrolysis of organic molecules has been an active area of research
over the past century, modern synthetic chemists have generally been reluctant to adopt this …

C3-selective trifluoromethylthiolation and difluoromethylthiolation of pyridines and pyridine drugs via dihydropyridine intermediates

XY Zhou, M Zhang, Z Liu, JH He… - Journal of the American …, 2022 - ACS Publications
Herein, we report a method for C3-selective C–H tri-and difluoromethylthiolation of
pyridines. The method relies on borane-catalyzed pyridine hydroboration for generation of …

C–H functionalization of azines

K Murakami, S Yamada, T Kaneda, K Itami - Chemical Reviews, 2017 - ACS Publications
Azines, which are six-membered aromatic compounds containing one or more nitrogen
atoms, serve as ubiquitous structural cores of aromatic species with important applications in …