Synthesis of Acylbenzo[b]thiophenes, Benzofurans and Indoles via Intramolecular Oxidative Cyclization Enabled by Photocatalytic Hydrogen Atom Transfer (HAT) DOI Creative Commons

Fen-Dou Wang,

Jin Jiang,

Tiantian Xu

и другие.

Tetrahedron Chem, Год журнала: 2025, Номер unknown, С. 100119 - 100119

Опубликована: Янв. 1, 2025

An efficient strategy for intramolecular oxidative cyclization of 2-alkynylthioanisoles toward 3-acylbenzo[b]thiophenes by photochemical hydrogen atom transfer catalysis has been developed. 3-Acylbenzo[b]selenophenes, benzofurans and indoles can also be prepared this protocol. This reaction is convenient to perform at room temperature under simple conditions using air as the oxidant. Mechanistic studies revealed that formation α-thioalkyl radicals intermediate crucial.Graphical abstract

Язык: Английский

Transformations of carbohydrate derivatives enabled by photocatalysis and visible light photochemistry DOI Creative Commons

Daniel J. Gorelik,

Shrey P. Desai,

Sofia Jdanova

и другие.

Chemical Science, Год журнала: 2024, Номер 15(4), С. 1204 - 1236

Опубликована: Янв. 1, 2024

This review article highlights the diverse ways in which recent developments areas of photocatalysis and visible light photochemistry are impacting synthetic carbohydrate chemistry.

Язык: Английский

Процитировано

28

Ligand-Enabled “Two-in-One” Metallaphotocatalytic Cross Couplings DOI
Jianbin Li, Ding Zhang, Zheng Hu

и другие.

ACS Catalysis, Год журнала: 2025, Номер 15(3), С. 1635 - 1654

Опубликована: Янв. 15, 2025

Metallaphotoredox cross coupling (MCC) is ranking among the most advanced synthetic methodology as it can access chemical space that difficult to attain under conventional conditions. Earlier developed MCC mandates an independent transition metal catalyst and respective photocatalyst, thus constituting a dual catalytic manifold. Complementarily, paradigm-shifting metallaphotoredox strategy capitalizes on single photoreactive complex emerging, which brings not only operational simplification but also unexpected mechanistic insights. This perspective compiled recent advances in monocatalytic couplings categorized them based ligands confer distinct photoreactivities various mechanisms. To this end, ligand-enabled oxidative addition, transmetalation, reductive elimination other radical-involving pathways were summarized with notable examples. In way, we wish provide handy guideline for readers who are interested emerging field inspire more future endeavors MCCs beyond.

Язык: Английский

Процитировано

2

Visible-light induced direct C(sp3)–H functionalization: recent advances and future prospects DOI
Jia‐Lin Tu, Yining Zhu, Pengcheng Li

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(18), С. 5278 - 5305

Опубликована: Янв. 1, 2024

This review summarizes the latest methodological advances in photocatalytic C(sp 3 )–H functionalization, with a particular emphasis on formation of C–P, C–B, C–S bonds, etc ., and some prominent efforts asymmetric C–H functionalization.

Язык: Английский

Процитировано

15

Visible-Light-Induced Redox-Neutral Difunctionalization of Alkenes and Alkynes DOI
Susmita Mondal, Sumit Ghosh, Alakananda Hajra

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(72), С. 9659 - 9691

Опубликована: Янв. 1, 2024

The twelve principles of green chemistry illuminate the pathway in direction sustainable and eco-friendly synthesis, marking a fundamental shift synthetic organic paradigms. In this realm, harnessing power visible light for difunctionalization various skeletons without employing any external oxidant or reductant, specifically termed as redox-neutral difunctionalization, has attracted tremendous interest from chemists due to its low cost, easy availability environmentally friendly nature contrast traditional metal-catalyzed difunctionalizations. This review presents an overview recent updates on visible-light-induced reactions with literature coverage up May 2024.

Язык: Английский

Процитировано

11

Direct C(sp3)–H Arylation of Unprotected Benzyl Anilines and Alkylarenes by Organocatalysis under Visible Light DOI
Cheng Huang, Peng Xiao,

Zhong-Ming Ye

и другие.

Organic Letters, Год журнала: 2024, Номер 26(1), С. 304 - 309

Опубликована: Янв. 2, 2024

Reported herein is direct C(sp3)–H arylation of unprotected benzyl anilines and alkylarenes via consecutive photoinduced electron transfer by visible light irradiation. Reductive quenching cycles radical–radical cross-coupling were involved, paramagnetic resonance experiments provide evidence for the formation radical intermediates formed in situ. The protocol highlights transition metal free, external oxidant broad substrate scope, high efficiency (>60 examples, up to 96%).

Язык: Английский

Процитировано

8

Visible-Light-Induced PhI(OAc)2-Mediated Alkylation of Heteroarenes with Simple Alkanes and Ethers DOI
Lusina Mantry, Parthasarathy Gandeepan

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(9), С. 6539 - 6544

Опубликована: Апрель 20, 2024

The direct alkylation of heteroarenes with alkanes has been successfully achieved through visible-light-induced hypervalent iodine-mediated C–H functionalization both coupling partners at ambient temperatures. This reaction proceeds via the in situ generation nucleophilic alkyl radicals from hydrogen atom transfer (HAT), followed by a Minisci-type heteroarenes. These mild conditions have demonstrated their suitability for wide range heterocycles, including azoles, pyridines, quinolines, isoquinolines, and quinoxalinones.

Язык: Английский

Процитировано

8

Revealing the nature of covalently tethered distonic radical anions in the generation of heteroatom-centered radicals: evidence for the polarity-matching PCET pathway DOI Creative Commons
Kang Fu,

Xihui Yang,

Zhiyou Yu

и другие.

Chemical Science, Год журнала: 2024, Номер 15(31), С. 12398 - 12409

Опубликована: Янв. 1, 2024

The philicity-regulation and PCET mechanism of tether-tunable distonic radical anion-mediated generation heteroatom-centered radicals has been explored via experimental theoretical investigations.

Язык: Английский

Процитировано

8

Direct stereoselective C(sp3)–H alkylation of saturated heterocycles using olefins DOI
Zhijun Zhou, Yang Ke, Rui Miao

и другие.

Nature Chemistry, Год журнала: 2025, Номер 17(3), С. 344 - 355

Опубликована: Фев. 28, 2025

Язык: Английский

Процитировано

1

Stereoselective alkylation of saturated heterocycles DOI
Yan Li, Xi Lu

Nature Chemistry, Год журнала: 2025, Номер 17(3), С. 309 - 310

Опубликована: Фев. 28, 2025

Язык: Английский

Процитировано

1

The multiple roles of rare earth elements in the field of photocatalysis DOI
Jing An, Yang Qu, Guofeng Wang

и другие.

Inorganic Chemistry Frontiers, Год журнала: 2023, Номер 11(1), С. 11 - 28

Опубликована: Ноя. 20, 2023

The role and classification of rare earth elements in photocatalysts are summarized, with the aim providing suggestions for future development photocatalysts.

Язык: Английский

Процитировано

20