Recent Advances in Radical‐Enabled Bicyclization and Annulation/1,n‐Bifunctionalization Reactions DOI Open Access

Minhua Huang,

Wen‐Juan Hao, Bo Jiang

и другие.

Chemistry - An Asian Journal, Год журнала: 2018, Номер 13(20), С. 2958 - 2977

Опубликована: Авг. 15, 2018

Over the past few years, development of new radical reactions has gained considerable momentum. Most such transformations heavily depend on in situ generation reactive species, initiated by oxidants, metal salts, visible-light photocatalysis, or electrocatalysis. In this context, numerous radical-enabled bicyclization and annulation/1,n-bifunctionalization have been developed, thereby providing efficient synthetic strategies for assembly functionalized cyclic rings that contain both heterocyclic isocyclic skeletons. Focus Review, we highlight recent progress rapidly growing area presenting a series catalytic oxidative reactions, along with their reaction mechanisms applications.

Язык: Английский

Visible Light-Driven Radical-Mediated C–C Bond Cleavage/Functionalization in Organic Synthesis DOI
Xiaoye Yu, Jia‐Rong Chen, Wen‐Jing Xiao

и другие.

Chemical Reviews, Год журнала: 2020, Номер 121(1), С. 506 - 561

Опубликована: Май 29, 2020

Thermal C–C bond cleavage reactions allow the construction of structurally diverse molecular skeletons via predictable and efficient reorganizations. Visible light photoredox-catalyzed radical-mediated have recently emerged as a powerful alternative method for overcoming thermodynamic kinetic barrier in scaffolds. In recent years, plethora elegant useful been invented, products are sometimes otherwise inaccessible by classic thermal reactions. Considering great influence synthetic potential these reactions, we provide summary state art visible light-driven cleavage/functionalization strategies with specific emphasis on working models. We hoped that this review will be medicinal organic chemists inspire further reaction development interesting area.

Язык: Английский

Процитировано

870

Recent advances of 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN) in photocatalytic transformations DOI
Tianyi Shang,

Linghui Lu,

Zhong Cao

и другие.

Chemical Communications, Год журнала: 2019, Номер 55(38), С. 5408 - 5419

Опубликована: Янв. 1, 2019

In this review, the recent advances of application 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN) as a photoredox catalyst in past three years (2016–2018) for various organic reactions are summarized.

Язык: Английский

Процитировано

557

Electrode Materials in Modern Organic Electrochemistry DOI Creative Commons
David M. Heard, Alastair J. J. Lennox

Angewandte Chemie International Edition, Год журнала: 2020, Номер 59(43), С. 18866 - 18884

Опубликована: Июль 7, 2020

The choice of electrode material is critical for achieving optimal yields and selectivity in synthetic organic electrochemistry. imparts significant influence on the kinetics thermodynamics electron transfer, frequently defines success or failure a transformation. Electrode processes are complex so often empirical underlying mechanisms rationale unknown. In this review, we aim to highlight recent instances where offered, which should aid future reaction development.

Язык: Английский

Процитировано

391

Photochemical and Electrochemical Applications of Proton-Coupled Electron Transfer in Organic Synthesis DOI Creative Commons
Philip R. D. Murray, James H. Cox, Nicholas D. Chiappini

и другие.

Chemical Reviews, Год журнала: 2021, Номер 122(2), С. 2017 - 2291

Опубликована: Ноя. 23, 2021

We present here a review of the photochemical and electrochemical applications multi-site proton-coupled electron transfer (MS-PCET) in organic synthesis. MS-PCETs are redox mechanisms which both an proton exchanged together, often concerted elementary step. As such, MS-PCET can function as non-classical mechanism for homolytic bond activation, providing opportunities to generate synthetically useful free radical intermediates directly from wide variety common functional groups. introduction practitioner’s guide reaction design, with emphasis on unique energetic selectivity features that characteristic this class. then chapters oxidative N–H, O–H, S–H, C–H homolysis methods, generation corresponding neutral species. Then, reductive PCET activations involving carbonyl, imine, other X═Y π-systems, heteroarenes, where ketyl, α-amino, heteroarene-derived radicals be generated. Finally, we asymmetric catalysis materials device applications. Within each chapter, subdivide by group undergoing homolysis, thereafter type transformation being promoted. Methods published prior end December 2020 presented.

Язык: Английский

Процитировано

358

Recent advances in organic electrosynthesis employing transition metal complexes as electrocatalysts DOI
Cong Ma, Ping Fang,

Zhao‐Ran Liu

и другие.

Science Bulletin, Год журнала: 2021, Номер 66(23), С. 2412 - 2429

Опубликована: Июль 13, 2021

Язык: Английский

Процитировано

295

Metal-Free C(sp2)–H/N–H Cross-Dehydrogenative Coupling of Quinoxalinones with Aliphatic Amines under Visible-Light Photoredox Catalysis DOI
Wei Wei, Leilei Wang,

Pengli Bao

и другие.

Organic Letters, Год журнала: 2018, Номер 20(22), С. 7125 - 7130

Опубликована: Окт. 29, 2018

A novel and efficient visible-light-induced C(sp2)–H/N–H cross-dehydrogenative coupling (CDC)-amination with both primary secondary aliphatic amines at room temperature in air is developed. This photocatalytic reaction allows the direct formation of 3-aminoquinoxalin-2(1H)-ones via CDC-amination absence any external oxidant added from outside. Preliminary mechanistic studies reveal that present proceeds through a radical process.

Язык: Английский

Процитировано

242

Chemistry With N-Centered Radicals Generated by Single-Electron Transfer-Oxidation Using Photoredox Catalysis DOI Creative Commons
Heng Jiang, Armido Studer

CCS Chemistry, Год журнала: 2019, Номер 1(1), С. 38 - 49

Опубликована: Апрель 1, 2019

This review covers the recent literature on oxidative generation of N-centered radicals using photoredox catalysis. The concept proton-coupled electron transfer is briefly discussed. Applications such reactive in cascade processes comprising arene amidation, alkene C—C bond cleavage reactions, and remote C—H functionalization are addressed. In addition, novel reagents allowing for clean N-radical

Язык: Английский

Процитировано

211

Single‐Atom Catalysts: A Sustainable Pathway for the Advanced Catalytic Applications DOI
Baljeet Singh, Vikas Sharma, Rahul P. Gaikwad

и другие.

Small, Год журнала: 2021, Номер 17(16)

Опубликована: Фев. 24, 2021

A heterogeneous catalyst is a backbone of modern sustainable green industries; and understanding the relationship between its structure properties key for advancement. Recently, many upscaling synthesis strategies development variety respectable control atomically precise catalysts are reported explored various important applications in catalysis energy environmental remediation. Precise atomic-scale has allowed to significantly increase activity, selectivity, some cases stability. This approach proved be relevant related technologies such as fuel cell, chemical reactors organic synthesis, Therefore, this review aims critically analyze recent progress on single-atom (SACs) application oxygen reduction reaction, evolution hydrogen and/or electrochemical transformations. Finally, opportunities that may open up future summarized, along with suggesting new possible exploitation SACs.

Язык: Английский

Процитировано

202

Visible light promoted cross-dehydrogenative coupling: a decade update DOI
Avik Kumar Bagdi, Matiur Rahman, Dhananjay Bhattacherjee

и другие.

Green Chemistry, Год журнала: 2020, Номер 22(20), С. 6632 - 6681

Опубликована: Янв. 1, 2020

In this review, all the visible light promoted cross-dehydrogenative coupling methodologies that have been developed over last decade are disclosed.

Язык: Английский

Процитировано

197

Visible-light-induced deoxygenative C2-sulfonylation of quinoline N-oxides with sulfinic acids DOI
Long‐Yong Xie,

Tai-Gang Fang,

Jia-Xi Tan

и другие.

Green Chemistry, Год журнала: 2019, Номер 21(14), С. 3858 - 3863

Опубликована: Янв. 1, 2019

The first example of direct synthesis 2-sulfonylquinolines through visible-light-induced deoxygenative C2-sulfonylation quinoline N-oxides with organic dye as the catalyst and ambient air sole oxidant was developed.

Язык: Английский

Процитировано

192