☆ 4.7 Article

Regioselective and Diastereoselective Halofunctionalization of Alkenes Promoted by Organophotocatalytic Solar Catalysis

JOURNAL OF ORGANIC CHEMISTRY (2023)

Related references

Note: Only part of the references are listed.

Article Chemistry, Physical

Photoredox-Enabled Chromium-Catalyzed Alkene Diacylations

Jing Liu et al.

Summary: In this study, an efficient method for radical diacylation of alkenes using chromium catalysis and visible-light photoredox catalysis has been reported. Valuable 1,4-, 1,6-, and 1,7-diones were synthesized under mild conditions. The synthetic utility of this method was demonstrated by converting diones to diverse heterocycles.

ACS CATALYSIS (2022)

Add to Collection

Article Polymer Science

Visible light-driven acridone catalysis for atom transfer radical polymerization

Donglei Wei et al.

Summary: Acridone, a new type of visible light photocatalyst, has been developed for metal-free atom transfer radical polymerization (ATRP). This photocatalyst has a low excited state potential and can initiate ATRP of vinyl monomers through oxidative quenching pathway. Kinetic study and light on/off reaction demonstrate the living/controlled nature of the polymerization by light. Block copolymers can be achieved by using PMMA as a macroinitiator, preserving the Br chain-end functionality in the synthesized polymers. Additionally, the polymerization can be conducted under air atmosphere, which provides inspiration for further applications of this type of photocatalyst.

JOURNAL OF POLYMER SCIENCE (2022)

Add to Collection

Editorial Material Chemistry, Multidisciplinary

Photochemical defluorinative functionalization of α-polyfluorinated carbonyls via spin-center shift

Zele Chen et al.

CHINESE CHEMICAL LETTERS (2022)

Add to Collection

Article Chemistry, Multidisciplinary

Photoassisted Cobalt-Catalyzed Asymmetric Reductive Grignard-Type Addition of Aryl Iodides

Xuan Jiang et al.

Summary: Grignard addition is an important method for synthesizing alcohol compounds, and the cobalt-catalyzed asymmetric reductive Grignard-type addition allows for the synthesis of chiral benzyl alcohols. This method has the advantages of mild reaction conditions, good functionality tolerance, and excellent enantiocontrol.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2022)

Add to Collection

Article Chemistry, Multidisciplinary

Ketone-Olefin Coupling of Aliphatic and Aromatic Carbonyls Catalyzed by Excited-State Acridine Radicals

Nicholas J. Venditto et al.

Summary: This article introduces a mild and metal-free ketone-olefin coupling reaction using an excited-state acridine radical super reductant as a photoredox catalyst. Both intramolecular and intermolecular ketone-olefin couplings of aliphatic and aromatic ketones and aldehydes are demonstrated, along with mechanistic evidence supporting an olefin-first ketone-olefin coupling mechanism.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2022)

Add to Collection

Article Chemistry, Multidisciplinary

Hexafluoroisopropanol-Promoted Haloamidation and Halolactonization of Unactivated Alkenes

Chenxiao Qi et al.

Summary: A novel method for haloamidation is introduced in this paper, providing new building blocks for drug discovery. This method overcomes some limitations of traditional reactions and the reaction mechanism is deeply studied, which is expected to promote the development of more complex transformations in this field.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

Add to Collection

Article Nanoscience & Nanotechnology

Deciphering the Orientation of the Aromatic Spacer Cation in Bilayer Perovskite Solar Cells through Spectroscopic Techniques

Meenakshi Pegu et al.

Summary: In this study, the surface of 3D perovskite was engineered by introducing fluorinated or nonfluorinated aryl ammonium cation spacers, leading to improved performance and longevity of perovskite-based solar cells. The use of fluorophenethylammonium iodide (FPEAI) also showed lower nonradiative carrier recombination, indicating higher reliability and efficiency. The presence of fluorine substitution resulted in notable differences in orientation, with stronger van der Waals interactions playing a key role in governing orientation and performance enhancement.

ACS APPLIED MATERIALS & INTERFACES (2021)

Add to Collection

Article Chemistry, Organic

NBS/DBU-Promoted One-Pot Three-Component Cycloaddition of Malonic Acid Derivatives, Nitrosoarenes, and Alkenes: Synthesis of Isoxazolidines

Xing Li et al.

Summary: A straightforward synthetic method has been successfully established for the efficient synthesis of highly functionalized isoxazolidine derivatives, with good yields, broad functional group tolerance, and excellent selectivity. The mechanism involves the formation of bromomalonic acid derivatives and the synthesis of nitrone intermediates, demonstrating the key steps in the reaction process.

JOURNAL OF ORGANIC CHEMISTRY (2021)

Add to Collection

Review Biochemistry & Molecular Biology

Difunctionalization of Alkenes and Alkynes via Intermolecular Radical and Nucleophilic Additions

Hongjun Yao et al.

Summary: This article discusses the preparation of functionalized molecules using popular alkenes and alkynes through radical and/or ionic addition reactions, with a focus on difunctionalization reactions. The difunctionalization process can incorporate a wide range of functional groups, and radicals generated from peroxides or single electron transfer agents are commonly utilized in these reactions.

MOLECULES (2021)

Add to Collection

Review Chemistry, Multidisciplinary

Visible-Light-Induced Homolysis of Earth-Abundant Metal-Substrate Complexes: A Complementary Activation Strategy in Photoredox Catalysis

Youssef Abderrazak et al.

Summary: The mainstream applications of visible-light photoredox catalysis mainly involve precious metal Ru-II or Ir-III complexes or organic dyes with low photostability. Earth-abundant metal-based (MLn)-L-n-type complexes are evolving rapidly as alternative photocatalysts that offer economic and ecological advantages and access to complementary inner-sphere mechanistic modes, transcending the inherent limitations of ultrashort excited-state lifetimes. The process of visible-light-induced homolysis (VLIH) involves the formation of light-absorbing ligated metal-substrate complexes that undergo homolytic cleavage for further transformations.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

Add to Collection

Article Polymer Science

Recyclable Bio-Based Photoredox Catalyst in Metal-Free Atom Transfer Radical Polymerization

Yanan Wang et al.

Summary: Two bio-based organic photocatalysts have been developed for visible light-induced atom transfer radical polymerization, which exhibit controlled living polymerization under light and can be recycled for multiple cycles, providing a metal-free and recyclable catalytic platform.

MACROMOLECULAR CHEMISTRY AND PHYSICS (2021)

Add to Collection

Article Energy & Fuels

Engineering the Electronic Structure of Mo Sites in Mn-Mo-O Mixed-Metal Oxides for Efficient Aerobic Oxidative Desulfurization

Jiabao Bai et al.

Summary: The study demonstrates that Mn-Mo-O mixed-metal oxides can serve as a robust catalyst for Aerobic Oxidative Desulfurization, with an optimal Mn/Mo ratio of 4/1 achieving complete conversion under mild conditions. The catalyst can be reused six times without performance attenuation, showing improved catalytic activity compared to reported MMOs.

ENERGY & FUELS (2021)

Add to Collection

Article Chemistry, Organic

Catalyst-Free Visible-Light-Mediated Iodoamination of Olefins and Synthetic Applications

Sebastian Engl et al.

Summary: This study presents a catalyst- and metal-free visible-light-mediated protocol for iodoamination of various olefins, offering high yields under environmentally friendly conditions. The protocol allows for late-stage functionalization of bioactive molecules and can be scaled to gram quantities of product, providing numerous possibilities for further transformations.

ORGANIC LETTERS (2021)

Add to Collection

Article Chemistry, Organic

NBS-mediated synthesis of bromodihydroindolizino[8,7-b]indole derivatives

Xue Xiao et al.

Summary: A mild NBS-mediated method was developed for the synthesis of 9-bromo-6,11-dihydro-5H-indolizino[8,7-b]indole derivatives, with efficiency of up to 69% yield.

TETRAHEDRON LETTERS (2021)

Add to Collection

Article Chemistry, Multidisciplinary

Progress in Visible Light-Induced Difluroalkylation of Olefins

Ronibala Devi Laishram et al.

Summary: Incorporating difluoromethyl (CF2) moiety into organic molecules leads to significant changes in their properties. Photocatalytic difluoroalkylation, especially induced by visible light, has emerged as an efficient strategy with promising applications in sustainable chemistry.

CHEMICAL RECORD (2021)

Add to Collection

Article Chemistry, Organic

Copper-Catalyzed Oxidative Synthesis of α-Ketoamides from Aryl Methyl Ketones and N-Bromobutanimide Using N,N-Dimethylformamide as Dimethylamine Source

Ying Wei et al.

SYNLETT (2020)

Add to Collection

Article Chemistry, Multidisciplinary

Hypervalent Iodine (III) Catalyzed Regio- and Diastereoselective Aminochlorination of Tailored Electron Deficient Olefins via GAP Chemistry

Anis Ur Rahman et al.

FRONTIERS IN CHEMISTRY (2020)

Add to Collection

Review Chemistry, Physical

Transition Metal-Catalyzed Organic Reactions under Visible Light: Recent Developments and Future Perspectives

Wan-Min Cheng et al.

ACS CATALYSIS (2020)

Add to Collection

Article Chemistry, Organic

Chalcogenide-Catalyzed Intermolecular Electrophilic Thio- and Halofunctionalization of gem-Difluoroalkenes: Construction of Diverse Difluoroalkyl Sulfides and Halides

Quanbin Jiang et al.

ORGANIC LETTERS (2020)

Add to Collection

Article Chemistry, Multidisciplinary

Olefin Bifunctionalization: A Visible-light Photoredox-catalyzed Aryl Alkoxylation of Olefins

Eiji Yamaguchi et al.

CHEMISTRY-AN ASIAN JOURNAL (2019)

Add to Collection

Article Chemistry, Multidisciplinary

Cobaloxime Catalysis: Selective Synthesis of Alkenylphosphine Oxides under Visible Light

Wen-Qiang Liu et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Add to Collection

Article Chemistry, Organic

Visible-light photocatalytic activation of N-chlorosuccinimide by organic dyes for the chlorination of arenes and heteroarenes

David A. Rogers et al.

TETRAHEDRON (2019)

Add to Collection

Article Chemistry, Organic

Asymmetric Catalytic Halofunctionalization of α,β-Unsaturated Carbonyl Compounds

Yunfei Cai et al.

JOURNAL OF ORGANIC CHEMISTRY (2019)

Add to Collection

Review Chemistry, Multidisciplinary

Catalytic Enantioselective Dihalogenation in Total Synthesis

Matthew L. Landry et al.

ACCOUNTS OF CHEMICAL RESEARCH (2018)

Add to Collection

Article Chemistry, Multidisciplinary

Organic Dye-Catalyzed, Visible-Light Photoredox Bromination of Arenes and Heteroarenes Using N-Bromosuccinimide

David A. Roger et al.

ACS OMEGA (2018)

Add to Collection

Article Chemistry, Physical

Visible-Light-Promoted Metal-Free Aerobic Hydroxyazidation Alkenes

Bo Yang et al.

ACS CATALYSIS (2017)

Add to Collection

Article Chemistry, Physical

Visible-Light-Mediated Anti-Markovnikov Hydration of Olefins

Xia Hu et al.

ACS CATALYSIS (2017)

Add to Collection

Review Chemistry, Applied

One-Pot Protocol for the Synthesis of Imidazoles and Quinoxalines using N-Bromosuccinimide

Sachin D. Pardeshi et al.

ADVANCED SYNTHESIS & CATALYSIS (2017)

Add to Collection

Review Chemistry, Multidisciplinary

Switchable Stereoselectivity in Bromoaminocyclization of Olefins: Using BrOnsted Acids of Anionic Chiral Cobalt(III) Complexes

Hua-Jie Jiang et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2017)

Add to Collection

Article Chemistry, Multidisciplinary

Reversing the Regioselectivity of Halofunctionalization Reactions through Cooperative Photoredox and Copper Catalysis

Jeremy D. Griffin et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2017)

Add to Collection

Article Chemistry, Organic

Experimental and Calculated Electrochemical Potentials of Common Organic Molecules for Applications to Single-Electron Redox Chemistry

Hudson G. Roth et al.

SYNLETT (2016)

Add to Collection

Article Chemistry, Physical

Palladium-Catalyzed lodofluorination of Alkenes Using Fluorolodoxole Reagent

Nadia O. Ilchenko et al.

ACS CATALYSIS (2016)

Add to Collection

Review Chemistry, Multidisciplinary

Use of Bromine and Bromo-Organic Compounds in Organic Synthesis

Indranirekha Saikia et al.

CHEMICAL REVIEWS (2016)

Add to Collection

Review Chemistry, Multidisciplinary

Organic Photoredox Catalysis

Nathan A. Romero et al.

CHEMICAL REVIEWS (2016)

Add to Collection

Article Chemistry, Organic

Photoredox Catalysis in Organic Chemistry

Megan H. Shaw et al.

JOURNAL OF ORGANIC CHEMISTRY (2016)

Add to Collection

Article Chemistry, Multidisciplinary

Nucleophile-Assisted Alkene Activation: Olefins Alone Are Often Incompetent

Kumar Dilip Ashtekar et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2016)

Add to Collection

Article Chemistry, Organic

Visible-Light-Mediated Oxidative Dimerization of Arylalkynes in the Open Air: Stereoselective Synthesis of (Z)-1,4-Enediones

Donglei Wei et al.

ORGANIC LETTERS (2016)

Add to Collection

Article Chemistry, Organic

Photocatalytic activation of N-chloro compounds for the chlorination of arenes

Thea Hering et al.

TETRAHEDRON (2016)

Add to Collection

Review Chemistry, Multidisciplinary

Catalytic, Stereoselective Dihalogenation of Alkenes: Challenges and Opportunities

Alexander J. Cresswell et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2015)

Add to Collection

Article Chemistry, Multidisciplinary

Trifluoromethylchlorosulfonylation of Alkenes: Evidence for an Inner-Sphere Mechanism by a Copper Phenanthroline Photoredox Catalyst

Dattatraya B. Bagal et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2015)

Add to Collection

Article Chemistry, Multidisciplinary

Regiospecific Intermolecular Aminohydroxylation of Olefins by Photoredox Catalysis

Kazuki Miyazawa et al.

CHEMISTRY-A EUROPEAN JOURNAL (2015)

Add to Collection

Article Chemistry, Organic

Catalyst-Free and Metal-Free Electrophilic Bromoamidation of Unactivated Olefins Using the N-Bromosuccinimide/Sulfonamide Protocol

Wesley Zongrong Yu et al.

JOURNAL OF ORGANIC CHEMISTRY (2015)

Add to Collection

Article Chemistry, Organic

Vicinal Difunctionalization of Alkenes: Chlorotrifluoromethylation with CF3SO2Cl by Photoredox Catalysis

Se Hwan Oh et al.

ORGANIC LETTERS (2014)

Add to Collection

Article Chemistry, Organic

Highly Regio- and Diastereoselective Synthesis of CF3-Substituted Lactones via Photoredox-Catalyzed Carbolactonization of Alkenoic Acids

Yusuke Yasu et al.

ORGANIC LETTERS (2014)

Add to Collection

Review Multidisciplinary Sciences

Solar Synthesis: Prospects in Visible Light Photocatalysis

Danielle M. Schultz et al.

SCIENCE (2014)

Add to Collection

Article Chemistry, Organic

Photocatalytic initiation of thiol-ene reactions: synthesis of thiomorpholin-3-ones

Mitchell H. Keylor et al.

TETRAHEDRON (2014)

Add to Collection

Review Chemistry, Organic

Cinchona Alkaloids as Organocatalysts in Enantioselective Halofunctionalization of Alkenes and Alkynes

Suqing Zheng et al.

ASIAN JOURNAL OF ORGANIC CHEMISTRY (2014)

Add to Collection

Review Chemistry, Multidisciplinary

Visible Light Photoredox Catalysis with Transition Metal Complexes: Applications in Organic Synthesis

Christopher K. Prier et al.

CHEMICAL REVIEWS (2013)

Add to Collection

Article Chemistry, Organic

Synthetic applications of photoredox catalysis with visible light

Yumeng Xi et al.

ORGANIC & BIOMOLECULAR CHEMISTRY (2013)

Add to Collection

Article Chemistry, Multidisciplinary

Three-component Oxytrifluoromethylation of Alkenes: Highly Efficient and Regioselective Difunctionalization of C=C Bonds Mediated by Photoredox Catalysts

Yusuke Yasu et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2012)

Add to Collection

Article Chemistry, Organic

One-Pot Cascade Leading to Direct α-Imidation of Ketones by a Combination of N-Bromosuccinimide and 1,8-Diazabicyclo[5.4.1]undec-7-ene

Ying Wei et al.

ORGANIC LETTERS (2012)

Add to Collection

Article Chemistry, Multidisciplinary

Intermolecular Atom Transfer Radical Addition to Olefins Mediated by Oxidative Quenching of Photoredox Catalysts

John D. Nguyen et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2011)

Add to Collection

Article Multidisciplinary Sciences

Lewis base catalysis of bromo- and iodolactonization, and cycloetherification

Scott E. Denmark et al.

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA (2010)

Add to Collection

© Peeref 2019-2024. All rights reserved.