Alkoxy radicals see the light: new paradigms of photochemical synthesis

L Chang, Q An, L Duan, K Feng, Z Zuo - Chemical Reviews, 2021 - ACS Publications
Alkoxy radicals are highly reactive species that have long been recognized as versatile
intermediates in organic synthesis. However, their development has long been impeded due …

Visible light photocatalysis in the late-stage functionalization of pharmaceutically relevant compounds

R Cannalire, S Pelliccia, L Sancineto… - Chemical Society …, 2021 - pubs.rsc.org
The late stage functionalization (LSF) of complex biorelevant compounds is a powerful tool
to speed up the identification of structure–activity relationships (SARs) and to optimize …

Synthetic methods driven by the photoactivity of electron donor–acceptor complexes

GEM Crisenza, D Mazzarella… - Journal of the American …, 2020 - ACS Publications
The association of an electron-rich substrate with an electron-accepting molecule can
generate a new molecular aggregate in the ground state, called an electron donor–acceptor …

Generation of alkyl radicals: from the tyranny of tin to the photon democracy

S Crespi, M Fagnoni - Chemical reviews, 2020 - ACS Publications
Alkyl radicals are key intermediates in organic synthesis. Their classic generation from alkyl
halides has a severe drawback due to the employment of toxic tin hydrides to the point that …

Photoinduced borylation for the synthesis of organoboron compounds: focus review

YM Tian, XN Guo, H Braunschweig, U Radius… - Chemical …, 2021 - ACS Publications
Organoboron compounds have important synthetic value and can be applied in numerous
transformations. The development of practical and convenient ways to synthesize boronate …

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 …

Halogen-atom and group transfer reactivity enabled by hydrogen tunneling

T Constantin, B Górski, MJ Tilby, S Chelli, F Juliá… - Science, 2022 - science.org
The generation of carbon radicals by halogen-atom and group transfer reactions is generally
achieved using tin and silicon reagents that maximize the interplay of enthalpic …

Generation of non-stabilized alkyl radicals from thianthrenium salts for C–B and C–C bond formation

C Chen, ZJ Wang, H Lu, Y Zhao, Z Shi - Nature Communications, 2021 - nature.com
Sulfonium salts bearing a positively charged sulfur atom with three organic substituents
have intrigued chemists for more than a century for their unusual structures and high …

Electrochemically Driven Deoxygenative Borylation of Alcohols and Carbonyl Compounds

W Guan, Y Chang, S Lin - Journal of the American Chemical …, 2023 - ACS Publications
We present a new, unified approach for the transformation of benzylic and allylic alcohols,
aldehydes, and ketones into boronic esters under electroreductive conditions. Key to our …

[HTML][HTML] Synthetic reactions driven by electron-donor–acceptor (EDA) complexes

Z Yang, Y Liu, K Cao, X Zhang… - Beilstein Journal of …, 2021 - beilstein-journals.org
The reversible, weak ground-state aggregate formed by dipole–dipole interactions between
an electron donor and an electron acceptor is referred to as an electron-donor–acceptor …