Photochemical and Electrochemical Strategies towards Benzylic C−H Functionalization: A Recent Update

Bidentate Directing Groups: An Efficient Tool in C–H Bond Functionalization Chemistry for the Expedient Construction of C–C Bonds

(2020) Supriya Rej et al.   CHEMICAL REVIEWS

Interfacial Photoelectrochemical Catalysis: Solar‐Induced Green Synthesis of Organic Molecules

(2020) Nisar Ahmed et al.   ChemSusChem

Ni‐Catalyzed Chelation‐Assisted Direct Functionalization of Inert C–H Bonds

(2020) Yan‐Hua Liu et al.   CHINESE JOURNAL OF CHEMISTRY

Dehydrogenative Coupling of Benzylic and Aldehydic C–H Bonds

(2020) Tairin Kawasaki et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Pushing the boundaries of C–H bond functionalization chemistry using flow technology

(2020) Sebastian Govaerts et al.   Journal of Flow Chemistry

Direct Phosphonylation of N-Carbamate-tetrahydroisoquinoline by Convergent Paired Electrolysis

(2020) Stéphane Sengmany et al.   SYNLETT

Electrochemical oxidation-induced etherification via C(sp3)─H/O─H cross-coupling

(2020) Huamin Wang et al.   Science Advances

Scalable Photoelectrochemical Dehydrogenative Cross‐Coupling of Heteroarenes with Aliphatic C−H Bonds

(2020) Pin Xu et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Manganese-Catalyzed Oxidative Azidation of C(sp3)–H Bonds under Electrophotocatalytic Conditions

(2020) Linbin Niu et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Merging Photochemistry with Electrochemistry: Functional-Group Tolerant Electrochemical Amination of C(sp3 )−H Bonds

(2019) Fei Wang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

The Dual Role of Benzophenone in Visible-Light/Nickel Photoredox-Catalyzed C−H Arylations: Hydrogen-Atom Transfer and Energy Transfer

(2019) Abhishek Dewanji et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Metal‐Free Photocatalysts for C−H Bond Oxygenation Reactions with Oxygen as the Oxidant

(2019) Yu Zhang et al.   ChemSusChem

From Reactivity and Regioselectivity to Stereoselectivity: An Odyssey of Designing PIP Amine and Related Directing Groups for C—H Activation

(2019) Qi Zhang et al.   CHINESE JOURNAL OF CHEMISTRY

C-N Bond Couplings of Azoles and Imides with Tropylium and Xanthene Cations Generated by Electrochemical Oxidation

(2019) Xiaoqing Shao et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Intermolecular Anodic Oxidative Cross-Dehydrogenative C(sp3)–N Bond-Coupling Reactions of Xanthenes with Azoles

(2019) Yong-Zheng Yang et al.   ORGANIC LETTERS

An overview of late-stage functionalization in today’s drug discovery

(2019) Michael Moir et al.   Expert Opinion on Drug Discovery

Electrochemical Approach for Direct C–H Phosphonylation of Unprotected Secondary Amine

(2019) Min Huang et al.   ORGANIC LETTERS

Combined Photoredox/Enzymatic C−H Benzylic Hydroxylations

(2019) Rick C. Betori et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Site-Selective Alkoxylation of Benzylic C−H Bonds by Photoredox Catalysis

(2019) Byung Joo Lee et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Carboxylation of Benzylic and Aliphatic C–H Bonds with CO2 Induced by Light/Ketone/Nickel

(2019) Naoki Ishida et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Enantioselective benzylic C–H arylation via photoredox and nickel dual catalysis

(2019) Xiaokai Cheng et al.   Nature Communications

Synthetic Photoelectrochemistry

(2019) Joshua Philip Barham et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Sulfonamides as new hydrogen atom transfer (HAT) catalysts for photoredox allylic and benzylic C–H arylations

(2018) Hirotaka Tanaka et al.   CHEMICAL COMMUNICATIONS

Continuous N -Hydroxyphthalimide (NHPI)-Mediated Electrochemical Aerobic Oxidation of Benzylic C−H Bonds

(2018) Yiming Mo et al.   CHEMISTRY-A EUROPEAN JOURNAL

Recent Advances in Organic Electrochemical C-H Functionalization

(2018) Qi-Liang Yang et al.   CHINESE JOURNAL OF CHEMISTRY

Visible light mediated oxidation of benzylic sp3 C–H bonds using catalytic 1,4-hydroquinone, or its biorenewable glucoside, arbutin, as a pre-oxidant

(2018) Laura C. Finney et al.   GREEN CHEMISTRY

Anodic benzylic C(sp3)–H amination: unified access to pyrrolidines and piperidines

(2018) Sebastian Herold et al.   GREEN CHEMISTRY

Organic synthesis provides opportunities to transform drug discovery

(2018) David C. Blakemore et al.   Nature Chemistry

Recent advances in iodine mediated electrochemical oxidative cross-coupling

(2018) Kun Liu et al.   ORGANIC & BIOMOLECULAR CHEMISTRY

Electrochemical Formation of N-Acyloxy Amidyl Radicals and Their Application: Regioselective Intramolecular Amination of sp2 and sp3 C–H Bonds

(2018) Sheng Zhang et al.   ORGANIC LETTERS

Organic chemistry at anodes and photoanodes

(2018) Lacey M. Reid et al.   Sustainable Energy & Fuels

Visible Light Induced C-H Bonds Functionalization: A Critical Review

(2018) Lekkala Ravindar et al.   ADVANCED SYNTHESIS & CATALYSIS

Intermolecular Electrochemical C(sp 3 )-H/N-H Cross-coupling of Xanthenes with N -alkoxyamides: Radical Pathway Mediated by Ferrocene as a Redox Catalyst

(2018) Meng-Ying Lin et al.   ADVANCED SYNTHESIS & CATALYSIS

Eosin Y as a Redox Catalyst and Photosensitizer for Sequential Benzylic C-H Amination and Oxidation

(2018) Wen-Jing Xiao et al.   CHEMISTRY-A EUROPEAN JOURNAL

Electrochemical-Oxidation-Induced Site-Selective Intramolecular C(sp3)–H Amination

(2018) Xia Hu et al.   ACS Catalysis

Heterogeneous Organocatalysis for Photoredox Chemistry

(2018) Aleksandr Savateev et al.   ACS Catalysis

Aerobic α‐Oxidation of N‐Substituted Tetrahydroisoquinolines to Dihydroisoquinolones via Organo‐photocatalysis

(2018) Kim Aganda et al.   ADVANCED SYNTHESIS & CATALYSIS

Electrocatalytic Intermolecular C(sp3)–H/N–H Coupling of Methyl N-Heteroaromatics with Amines and Amino Acids: Access to Imidazo-Fused N-Heterocycles

(2018) Peng Qian et al.   ORGANIC LETTERS

Visible-Light-Induced Aerobic Oxidation of Benzylic C(sp3)–H of Alkylarenes Promoted by DDQ, tert-Butyl Nitrite, and Acetic Acid

(2018) Zhenlu Shen et al.   SYNLETT

Double-slit photoelectron interference in strong-field ionization of the neon dimer

(2018) Maksim Kunitski et al.   Nature Communications

Carboxyl-Functionalized Carbon Dots as Competent Visible Light Photocatalysts for Aerobic Oxygenation of Alkyl Benzenes: Role of Surface Functionality

(2018) Daisy Sarma et al.   ACS Sustainable Chemistry & Engineering

Hydrogen Atom Transfer (HAT): A Versatile Strategy for Substrate Activation in Photocatalyzed Organic Synthesis

(2017) Luca Capaldo et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Validated LC–MS/MS method for the simultaneous determination of rotigotine and its prodrug in rat plasma and an application to pharmacokinetics and biological conversion in vitro

(2017) Chunjie Sha et al.   JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS

N-Hydroxyphthalimide-Mediated Electrochemical Iodination of Methylarenes and Comparison to Electron-Transfer-Initiated C–H Functionalization

(2017) Mohammad Rafiee et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Hybrid Catalysis Enabling Room-Temperature Hydrogen Gas Release from N-Heterocycles and Tetrahydronaphthalenes

(2017) Shota Kato et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Exploring the Reducing Ability of Organic Dye (Acr+-Mes) for Fluorination and Oxidation of Benzylic C(sp3)–H Bonds under Visible Light Irradiation

(2017) Ming Xiang et al.   ORGANIC LETTERS

Catalytic Asymmetric Electrochemical Oxidative Coupling of Tertiary Amines with Simple Ketones

(2017) Niankai Fu et al.   ORGANIC LETTERS

Photoredox-catalyzed deuteration and tritiation of pharmaceutical compounds

(2017) Yong Yao Loh et al.   SCIENCE

Photoredox ketone catalysis for the direct C–H imidation and acyloxylation of arenes

(2017) Chandra Bhushan Tripathi et al.   Chemical Science

Photoelectrochemical oxidation of organic substrates in organic media

(2017) Tengfei Li et al.   Nature Communications

Electro-oxidative C(sp3)–H Amination of Azoles via Intermolecular Oxidative C(sp3)–H/N–H Cross-Coupling

(2017) Jiwei Wu et al.   ACS Catalysis

Continuous direct anodic flow oxidation of aromatic hydrocarbons to benzyl amides

(2017) Mikhail A. Kabeshov et al.   Reaction Chemistry & Engineering

Decatungstate Anion for Photocatalyzed “Window Ledge” Reactions

(2016) Davide Ravelli et al.   ACCOUNTS OF CHEMICAL RESEARCH

The medicinal chemist's toolbox for late stage functionalization of drug-like molecules

(2016) Tim Cernak et al.   CHEMICAL SOCIETY REVIEWS

Metal-Free Benzylic C−H Amination via Electrochemically Generated Benzylaminosulfonium Ions

(2016) Ryutaro Hayashi et al.   CHEMISTRY-A EUROPEAN JOURNAL

Visible-light induced oxidative Csp3–H activation of methyl aromatics to methyl esters

(2016) Lingling Zhang et al.   GREEN CHEMISTRY

The Stabilized Cation Pool Method: Metal- and Oxidant-Free Benzylic C–H/Aromatic C–H Cross-Coupling

(2016) Ryutaro Hayashi et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Photochemical Nickel-Catalyzed C–H Arylation: Synthetic Scope and Mechanistic Investigations

(2016) Drew R. Heitz et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Visible-Light-Promoted Dual C–C Bond Formations of Alkynoates via a Domino Radical Addition/Cyclization Reaction: A Synthesis of Coumarins

(2016) Shangbiao Feng et al.   ORGANIC LETTERS

Benzylic C–H Azidation Using the Zhdankin Reagent and a Copper Photoredox Catalyst

(2016) Pauline T. G. Rabet et al.   ORGANIC LETTERS

Aerobic Oxidation of Benzylic sp3 C−H Bonds through Cooperative Visible-Light Photoredox Catalysis of N -Hydroxyimide and Dicyanopyrazine

(2016) Xinfei Liu et al.   Asian Journal of Organic Chemistry

Recent advances in copper-mediated chelation-assisted functionalization of unactivated C–H bonds

(2016) Wei-Hao Rao et al.   Organic Chemistry Frontiers

Tuning Reactivity and Selectivity in Hydrogen Atom Transfer from Aliphatic C–H Bonds to Alkoxyl Radicals: Role of Structural and Medium Effects

(2015) Michela Salamone et al.   ACCOUNTS OF CHEMICAL RESEARCH

Visible-Light-Catalyzed Direct Benzylic C(sp3)-H Amination Reaction by Cross-Dehydrogenative Coupling

(2015) Ganesh Pandey et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Three-Component Azidation of Styrene-Type Double Bonds: Light-Switchable Behavior of a Copper Photoredox Catalyst

(2015) Gabriele Fumagalli et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Visible light mediated efficient oxidative benzylic sp3 C–H to ketone derivatives obtained under mild conditions using O2

(2015) Hong Yi et al.   CHEMICAL COMMUNICATIONS

Developments in Synthetic Application of Selenium(IV) Oxide and Organoselenium Compounds as Oxygen Donors and Oxygen-Transfer Agents

(2015) Jacek Młochowski et al.   MOLECULES

Alcohols as alkylating agents in heteroarene C–H functionalization

(2015) Jian Jin et al.   NATURE

The direct arylation of allylic sp3 C–H bonds via organic and photoredox catalysis

(2015) James D. Cuthbertson et al.   NATURE

Combined biomass valorization and hydrogen production in a photoelectrochemical cell

(2015) Hyun Gil Cha et al.   Nature Chemistry

Taming Azide Radicals for Catalytic C–H Azidation

(2015) Xiongyi Huang et al.   ACS Catalysis

n-Bu4NI/TBHP-catalyzed direct amination of allylic and benzylic C(sp3)–H with anilines under metal-free conditions

(2014) Xusheng Zhang et al.   CHEMICAL COMMUNICATIONS

Copper-Catalyzed C–H Functionalization Reactions: Efficient Synthesis of Heterocycles

(2014) Xun-Xiang Guo et al.   CHEMICAL REVIEWS

Analysis of the Structural Diversity, Substitution Patterns, and Frequency of Nitrogen Heterocycles among U.S. FDA Approved Pharmaceuticals

(2014) Edon Vitaku et al.   JOURNAL OF MEDICINAL CHEMISTRY

Direct C–N Coupling of Imidazoles with Aromatic and Benzylic Compounds via Electrooxidative C–H Functionalization

(2014) Tatsuya Morofuji et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Copper-Mediated Oxidative Transformation of N-Allyl Enamine Carboxylates toward Synthesis of Azaheterocycles

(2014) Kah Kah Toh et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Activation of C–H Bonds via the Merger of Photoredox and Organocatalysis: A Coupling of Benzylic Ethers with Schiff Bases

(2014) Dominik Hager et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

The road less travelled to amination

(2014) Olga V. Zatolochnaya et al.   Nature Chemistry

Efficient Benzylic and Aliphatic C–H Oxidation with Selectivity for Methylenic Sites Catalyzed by a Bioinspired Manganese Complex

(2014) Duyi Shen et al.   ORGANIC LETTERS

Copper-Catalyzed Direct Trifluoromethylthiolation of Benzylic C–H Bonds via Nondirected Oxidative C(sp3)–H Activation

(2014) Chao Chen et al.   ORGANIC LETTERS

Iron-Catalyzed Hetero-Cross-Dehydrogenative Coupling Reactions of Sulfoximines with Diarylmethanes: A New Route to N-Alkylated Sulfoximines

(2014) Ying Cheng et al.   ORGANIC LETTERS

Merging photoredox with nickel catalysis: Coupling of  -carboxyl sp3-carbons with aryl halides

(2014) Z. Zuo et al.   SCIENCE

Dicyanopyrazine-derived push–pull chromophores for highly efficient photoredox catalysis

(2014) Yu Zhao et al.   RSC Advances

Iron-catalyzed/mediated oxidative transformation of C–H bonds

(2014) Fan Jia et al.   Organic Chemistry Frontiers

Direct Benzylic CH Activation for CO Bond Formation by Photoredox Catalysis

(2013) Ganesh Pandey et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

PdCl2andN-Hydroxyphthalimide Co-catalyzed C sp 2H Hydroxylation by Dioxygen Activation

(2013) Yuepeng Yan et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Electrochemically induced CH functionalization using bromide ion/2,2,6,6-tetramethylpiperidinyl-N-oxyl dual redox catalysts in a two-phase electrolytic system

(2013) Chao Li et al.   ELECTROCHIMICA ACTA

An Efficient Rh/O2 Catalytic System for Oxidative C–H Activation/Annulation: Evidence for Rh(I) to Rh(III) Oxidation by Molecular Oxygen

(2013) Guoying Zhang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

A General Strategy for Organocatalytic Activation of C–H Bonds via Photoredox Catalysis: Direct Arylation of Benzylic Ethers

(2013) Katrine Qvortrup et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Dioxygen-Triggered Oxidative Radical Reaction: Direct Aerobic Difunctionalization of Terminal Alkynes toward β-Keto Sulfones

(2013) Qingquan Lu et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

C–H bond activation enables the rapid construction and late-stage diversification of functional molecules

(2013) Joanna Wencel-Delord et al.   Nature Chemistry

Continuous-Flow Microfluidic Electrochemical Synthesis: Investigating a New Tool for Oxidative Chemistry

(2013) Gregory P. Roth et al.   Journal of Flow Chemistry

Selective Bromination of sp3CH Bonds by Organophotoredox Catalysis

(2013) Choon Wee Kee et al.   Asian Journal of Organic Chemistry

Ruthenium/NHC-catalyzed tandem benzylic oxidation/oxidative esterification of benzylic alcohols with phenols

(2012) Di Zhang et al.   CATALYSIS COMMUNICATIONS

Semiconductor Photocatalysis — Past, Present, and Future Outlook

(2012) N. Serpone et al.   Journal of Physical Chemistry Letters

Pd-Catalyzed Arylation/Oxidation of Benzylic C–H Bond

(2012) Yongju Xie et al.   ORGANIC LETTERS

Oxidative Hydroxylation Mediated by Alkoxysulfonium Ions

(2012) Yosuke Ashikari et al.   ORGANIC LETTERS

Transition metal-catalyzed arylation of unactivated C(sp3)–H bonds

(2011) Olivier Baudoin   CHEMICAL SOCIETY REVIEWS

Integrated Electrochemical–Chemical Oxidation Mediated by Alkoxysulfonium Ions

(2011) Yosuke Ashikari et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Copper-catalyzed direct oxidative synthesis of α-ketoamides from aryl methyl ketones, amines, and molecular oxygen

(2011) Feng-Tian Du et al.   Chemical Science

Solar Water Splitting Cells

(2010) Michael G. Walter et al.   CHEMICAL REVIEWS

Direct C−H Transformation via Iron Catalysis

(2010) Chang-Liang Sun et al.   CHEMICAL REVIEWS

Catalytic C–H amination: recent progress and future directions

(2009) Florence Collet et al.   CHEMICAL COMMUNICATIONS

The ‘belle époque’ of photochemistry

(2009) Angelo Albini et al.   PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES

Modern Strategies in Electroorganic Synthesis

(2008) Jun-ichi Yoshida et al.   CHEMICAL REVIEWS

N‐Tosyloxycarbamates as Reagents in Rhodium‐Catalyzed CH Amination Reactions

(2008) Kim Huard et al.   CHEMISTRY-A EUROPEAN JOURNAL

Catalytic C–H functionalization by metal carbenoid and nitrenoid insertion

(2008) Huw M. L. Davies et al.   NATURE