Recent Progress in Synthetic Applications of Hypervalent Iodine(III) Reagents

Chemical Reviews, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 13, 2024

Hypervalent iodine(III) compounds have found wide application in modern organic chemistry as environmentally friendly reagents and catalysts. iodine are commonly used synthetically important halogenations, oxidations, aminations, heterocyclizations, various oxidative functionalizations of substrates. Iodonium salts arylating reagents, while iodonium ylides imides excellent carbene nitrene precursors. Various derivatives benziodoxoles, such azidobenziodoxoles, trifluoromethylbenziodoxoles, alkynylbenziodoxoles, alkenylbenziodoxoles group transfer the presence transition metal catalysts, under metal-free conditions, or using photocatalysts photoirradiation conditions. Development hypervalent catalytic systems discovery highly enantioselective reactions chiral represent a particularly recent achievement field chemistry. Chemical transformations promoted by many cases unique cannot be performed any other common, non-iodine-based reagent. This review covers literature published mainly last 7-8 years, between 2016 2024.

Language: Английский

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Electrochemical C3 acyloxylation reactions of 2H-indazoles with carboxylic acids via C(sp²)–O coupling

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(20), P. 8117 - 8123

Published: Jan. 1, 2023

The electrochemical C3 acyloxylation reactions of 2 H -indazoles with carboxylic acids in the presence K CO 3 were successfully developed, which green and sustainable without transition-metal catalysts stoichiometric oxidants.

Language: Английский

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An Electrochemical Oxo‐amination of 2H‐Indazoles: Synthesis of Symmetrical and Unsymmetrical Indazolylindazolones

Chemistry - A European Journal, Journal Year: 2023, Volume and Issue: 30(12)

Published: Dec. 26, 2023

We have established a supporting-electrolyte free electrochemical method for the synthesis of indazolylindazolones through oxygen reduction reaction (eORR) induced 1,3-oxo-amination 2H-indazoles where 2H-indazole is used as both aminating agent well precursor indazolone. Moreover, we merged indazolone and indazole to get unsymmetrical direct cross-dehydrogenative coupling (CDC). This exogenous metal-, oxidant- catalyst-free protocol delivered number multi-functionalized products with high tolerance diverse functional groups.

Language: Английский

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Synthesis and Anti-Inflammatory Activity of N(2)-Arylindazol-3(2H)-One Derivatives: Copper-Promoted Direct N-Arylation via Chan–Evans–Lam Coupling

Molecules, Journal Year: 2023, Volume and Issue: 28(18), P. 6706 - 6706

Published: Sept. 20, 2023

Inflammatory-related diseases are becoming increasingly prevalent, leading to a growing focus on the development of anti-inflammatory agents, with particular emphasis creating novel structural compounds. In this study, we present highly efficient synthetic method for direct N-arylation produce variety N(2)-arylindazol-3(2H)-ones 3, which exhibit activity. The Chan–Evans–Lam (CEL) coupling N(1)-benzyl-indazol-3-(2H)-ones 1 arylboronic acids 2 in presence copper complex provided corresponding 3 good-to-excellent yields, as identified NMR, MS, and X-ray crystallography techniques. cell viability effects synthesized compounds (3 5) were briefly assessed using MTT Griess assay. Among them, 5 exhibited significant negligible toxicity.

Language: Английский

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An efficient and simple approach for synthesizing indazole compounds using palladium-catalyzed Suzuki–Miyaura cross-coupling

RSC Advances, Journal Year: 2024, Volume and Issue: 14(36), P. 26494 - 26504

Published: Jan. 1, 2024

Suzuki–Miyaura cross-coupling, density functional theory, and auto-docking investigations were used to determine the effectiveness stability of indazole derivatives.

Language: Английский

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Visible-Light-Triggered Radical-Addition/Ring-Opening Cascade Reactions of 2H-Indazoles to Access ortho-Alkoxycarbonylated Azobenzenes

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(20), P. 14802 - 14810

Published: Oct. 8, 2024

A series of asymmetric azobenzenes have been synthesized by radical-addition/ring-opening cascade reactions from 2

Language: Английский

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Five-membered ring systems: With more than 1 N atom

Progress in heterocyclic chemistry, Journal Year: 2024, Volume and Issue: unknown, P. 211 - 257

Published: Jan. 1, 2024

Language: Английский

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