Organic Dye Photocatalyzed Synthesis of Functionalized Lactones and Lactams via a Cyclization–Alkynylation Cascade DOI Creative Commons
Diana Cavalli, Jérôme Waser

Organic Letters, Год журнала: 2024, Номер 26(20), С. 4235 - 4239

Опубликована: Май 13, 2024

An organic dye photocatalyzed lactonization-alkynylation of easily accessible homoallylic cesium oxalates using ethynylbenziodoxolone (EBX) reagents has been developed. The reaction gave access to valuable functionalized lactones and lactams in up 88% yield via the formation two new C-C bonds. transformation was carried out on primary, secondary, tertiary alcohols primary amines could be applied synthesis spirocyclic compounds as well fused bridged bicyclic lactones.

Язык: Английский

Silver-Catalyzed Coupling of Ethynylbenziodoxolones with CO2 and Amines to Afford O-β-Oxoalkyl Carbamates DOI
Wei Li, Yanhui Guo, Ziyang Li

и другие.

Organic Letters, Год журнала: 2024, Номер 26(22), С. 4600 - 4605

Опубликована: Май 23, 2024

A novel three-component coupling reaction of ethynylbenziodoxolones (EBXs) with CO

Язык: Английский

Процитировано

3

In vitro and in silico approach towards antimicrobial and antioxidant behaviour of water-soluble chitosan dialdehyde biopolymers DOI

Monica Denise R.,

Usharani Nagarajan,

Natarajan Saravanan

и другие.

Carbohydrate Research, Год журнала: 2024, Номер 542, С. 109192 - 109192

Опубликована: Июнь 25, 2024

Язык: Английский

Процитировано

3

The Application of Benziodazole-Type O2NO-I(III) Compound as a Nitrating Reagent for Nitration of Phenols and Anilines DOI
Yuli Sun,

Haofeng Shi,

Jiaxin He

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер 90(6), С. 2328 - 2340

Опубликована: Янв. 31, 2025

A benziodazole-type O2NO-I(III) compound was used as a nitrating reagent to react with series of electron-rich arenes including substituted phenols and anilines, affording the corresponding nitration products under mild conditions. Mechanistically, generates reactive nitrogen dioxide (NO2) species, which enables anilines.

Язык: Английский

Процитировано

0

Advances in Catalytic Enantioselective Transformations Using Diaryliodonium Reagents DOI

Prasoon Raj Singh,

Arijit Banerjee,

Amit Kumar Simlandy

и другие.

ACS Catalysis, Год журнала: 2025, Номер unknown, С. 3096 - 3115

Опубликована: Фев. 5, 2025

Язык: Английский

Процитировано

0

Alkynyl Radicals, Myths and Realities DOI Creative Commons
Amal Lakhal, Yves Gimbert, Virginie Mouriès‐Mansuy

и другие.

JACS Au, Год журнала: 2025, Номер 5(2), С. 448 - 465

Опубликована: Фев. 6, 2025

This Perspective deals with the organic chemistry of alkynyl radicals, a species that is ultimately still little known in synthetic community. Starting first observations and characterizations radicals generated by various methodologies gas phase, we then particularly turned our attention to implications these highly reactive intermediates synthesis materials science. Mechanistic considerations have been provided, particular, for key steps generating which are mainly based on photochemical or thermal activation single electron transfer processes. should serve as roadmap chemist order plan more reliably alkynylation reactions radicals.

Язык: Английский

Процитировано

0

A Completely Metal‐Free Protocol for Oxidative Desulfitative C‐N Coupling Reaction in Non‐Basic Condition DOI Open Access
Suman Ray, Partha Pratim Das, Subhajit Goswami

и другие.

Chemistry - An Asian Journal, Год журнала: 2025, Номер unknown

Опубликована: Март 11, 2025

Abstract A metal free oxidative desulfitative C−N coupling reaction through activation of latent thiol group using hypervalent iodine reagent is being reported in eco‐friendly solvent ethanol. Here, the thio‐amide present 5‐alkylidene‐rhodanine has been utilized as functionality and with amines realized. The occurs evading use catalysts, inert atmosphere, high temperature or microwave heating, strong base which normally required for catalyzed reaction. Pertinently, here poorly nucleophilic aromatic react very efficiently. Desulfitative involving moiety condition never accomplished one step, without requiring heating bases. at just 50 °C few hours under ambient atmosphere. Moreover, no H 2 S released environment, since solid sulphur precipitated out side product, making this protocol environmentally friendly. Metal condition, low temperature, non‐toxic reagent, prevention release environment make much friendly highly suitable a sustainable way.

Язык: Английский

Процитировано

0

Benzothiazolines Acting as Carbanion and Radical Transfer Reagents in Carbon–Carbon Bond Construction DOI Creative Commons
Xiaotang Chen,

Bao‐Chen Qian

Molecules, Год журнала: 2025, Номер 30(8), С. 1711 - 1711

Опубликована: Апрель 11, 2025

Traditionally employed as hydrogenation reagents, benzothiazolines have emerged versatile carbanion and radical transfer playing a vital role in the construction of various carbon-carbon bonds. The cutting-edge progress photochemistry chemistry prompted study visible light-driven reactions, bringing into vibrant focus. Their chemical processes been uncovered to encompass variety activation mechanisms, with five distinct modes having identified. This work reviews innovative applications donors alkyl or acyl groups, achieving hydroalkylation hydroacylation substitution. By examining their diverse this review highlights potential serving groups for further research development. Moreover, will offer exemplary inspiration synthetic chemists, contributing ongoing evolution utility organic synthesis.

Язык: Английский

Процитировано

0

Synergistic Iodanyl Radical and Photoredox Dual Catalysis for Direct C–H Bond Functionalization DOI
Qingqing Xia, Zhenhua Zhang, Yu Liu

и другие.

ACS Catalysis, Год журнала: 2025, Номер unknown, С. 8014 - 8023

Опубликована: Апрель 29, 2025

Язык: Английский

Процитировано

0

Iodobenzene-Catalyzed Synthesis of Fully Functionalized NH-Pyrazoles and Isoxazoles from α,β-Unsaturated Hydrazones and Oximes via 1,2-Aryl Shift DOI
Vikram Singh, Deepak Kumar,

Bal Krishna Mishra

и другие.

Organic Letters, Год журнала: 2023, Номер 26(1), С. 385 - 389

Опубликована: Дек. 27, 2023

An iodine(III)-catalyzed general method for the synthesis of fully functionalized NH-pyrazoles and isoxazoles from α,β-unsaturated hydrazones oximes, respectively, via cyclization/1,2-aryl shift/aromatization/detosylation, has been developed. The reaction progresses through an anti-Baldwin 5-endo-trig cyclization. It gives direct access to advanced intermediate preparation valdecoxib parecoxib, drugs used COX-inhibition. In addition, a N-alkynylation pyrazoles also developed in presence TIPS-EBX.

Язык: Английский

Процитировано

7

Visible‐Light‐Promoted Aliphatic C−H Chlorination and Bromination Using Haloform as the Halogen Donor and Azidobenziodoxole as the Mediator DOI

Qin He,

Zehui Cao,

Yangyang Zhang

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(16), С. 2711 - 2717

Опубликована: Июль 18, 2023

Abstract An azidobenziodoxole (BIN 3 )‐mediated tunable radical reaction system for selective chlorination and bromination of tertiary secondary C( sp )−H bonds alkyl substrates using haloform as the halogen donor was developed. Reactions various with BIN under visible light irradiation without any photo or metal catalysts gave C−H chlorinated brominated products. These reactions are selective, compatible many functional groups. Mechanistic studies suggest that serves atom HN generated in situ from water relays chain hydrogen donor. reacts CHX 2 ⋅ to form CH X N ⋅, which propagates a by abstracting alkane substrate.

Язык: Английский

Процитировано

6