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 …

Visible light-driven radical-mediated C–C bond cleavage/functionalization in organic synthesis

XY Yu, JR Chen, WJ **ao - Chemical Reviews, 2020 - ACS Publications
Thermal C–C bond cleavage reactions allow the construction of structurally diverse
molecular skeletons via predictable and efficient bond reorganizations. Visible light …

Carbon–Carbon Bond Cleavage for Late-Stage Functionalization

YF Liang, M Bilal, LY Tang, TZ Wang, YQ Guan… - Chemical …, 2023 - ACS Publications
Late-stage functionalization (LSF) introduces functional group or structural modification at
the final stage of the synthesis of natural products, drugs, and complex compounds. It is …

Decarboxylative cross-nucleophile coupling via ligand-to-metal charge transfer photoexcitation of Cu(ii) carboxylates

QY Li, SN Gockel, GA Lutovsky, KS DeGlopper… - Nature …, 2022 - nature.com
Reactions that enable carbon–nitrogen, carbon–oxygen and carbon–carbon bond formation
lie at the heart of synthetic chemistry. However, substrate prefunctionalization is often …

Direct decarboxylative Giese reactions

DM Kitcatt, S Nicolle, AL Lee - Chemical Society Reviews, 2022 - pubs.rsc.org
The quest to find milder and more sustainable methods to generate highly reactive, carbon-
centred intermediates has led to a resurgence of interest in radical chemistry. In particular …

Single Electron Transfer-Induced Redox Processes Involving N-(Acyloxy)phthalimides

SK Parida, T Mandal, S Das, SK Hota, S De Sarkar… - ACS …, 2021 - ACS Publications
The past decade has witnessed the emergence of N-(acyloxy) phthalimides (NHPI esters)
and its derivatives at the forefront of synthetic methods facilitating the construction of diverse …

Methodologies and strategies for selective borylation of C–Het and C–C bonds

M Wang, Z Shi - Chemical Reviews, 2020 - ACS Publications
Organoborons have emerged as versatile building blocks in organic synthesis to achieve
molecular diversity and as carboxylic acid bioisosteres with broad applicability in drug …

Overcoming limitations in decarboxylative arylation via Ag–Ni electrocatalysis

MD Palkowitz, G Laudadio, S Kolb, J Choi… - Journal of the …, 2022 - ACS Publications
A useful protocol for achieving decarboxylative cross-coupling (DCC) of redox-active esters
(RAE, isolated or generated in situ) and halo (hetero) arenes is reported. This pragmatically …

Radical hydrocarboxylation of unactivated alkenes via photocatalytic formate activation

SN Alektiar, J Han, Y Dang, CZ Rubel… - Journal of the …, 2023 - ACS Publications
Herein we disclose a strategy to promote the hydrocarboxylation of unactivated alkenes
using photochemical activation of formate salts. We illustrate that an alternative initiation …

Photoinduced decarboxylative borylation of carboxylic acids

A Fawcett, J Pradeilles, Y Wang, T Mutsuga, EL Myers… - Science, 2017 - science.org
The conversion of widely available carboxylic acids into versatile boronic esters would be
highly enabling for synthesis. We found that this transformation can be effected by …