Electroreductive Remote Benzylic C(sp³)–H Arylation of Aliphatic Ethers Using Cyanoarenes for the Synthesis of α-(Hetero)aryl Ethers

Organic Letters, Journal Year: 2024, Volume and Issue: 26(12), P. 2440 - 2444

Published: March 19, 2024

An iodoarene-driven electroreductive remote C(sp3)–H arylation of unsymmetrical 1-(o-iodoaryl)alkyl ethers with cyanoarenes for the site selective synthesis α-(hetero)aryl is developed. With introduction as both aryl sources and electron transfer mediators, this method includes an strategy to enable regiocontrollable formation two new bonds, one C(sp2)–H bond, C(sp2)–C(sp3) in a single reaction step through sequence halogen atom (XAT), hydrogen (HAT), radical–radical coupling, decyanation.

Language: Английский

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Advances in Photoinduced Minisci-like Reactions

Synthesis, Journal Year: 2024, Volume and Issue: unknown

Published: July 29, 2024

Abstract The Minisci reaction, which has been around for more than five decades, is still the preferred tool straightforward alkylation of basic heteroarenes. recent developments in photocatalysis have opened novel pathways radical generation under milder and sustainable conditions. Implementing this approach into reaction renewed interest transformation, attractive per se Medicinal Chemistry. Aspects such as sacrificial oxidants, catalysts, specific conditions should be carefully examined to evaluate practicability protocol. This short review focuses on advances (2020 February 2024) photoinduced Minisci-type reactions, emphasizing sustainability. 1 Introduction 2 Using Noble-Metal-Based Photocatalysts 3 Noble-Metal-Free Methods Sacrificial Oxidants 4 Without 5 Conclusions Perspectives

Language: Английский

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A Facile Method for Multigram Scale Light-Induced Synthesis of 4′-(Bromomethyl)-2-cyanobiphenyl

Organic Process Research & Development, Journal Year: 2024, Volume and Issue: 28(4), P. 1055 - 1060

Published: April 10, 2024

A convenient, green method to synthesize 4′-(bromomethyl)-2-cyanobiphenyl was developed, where visible light is used initiate the radical chain reaction and H2O2/HBr system as bromine source. range of solvents tested, a final multigram protocol developed give good yield 71% product with 97% purity no other purification than simple filtration wash. Diethyl carbonate found be an efficient greener solvent alternative classical such carbon tetrachloride chlorobenzene, 2-propanol, also considered solvent, suitable for precipitation washing in step.

Language: Английский

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C–H Functionalization of Heteroaromatics with α-C–H Bond of THF Rings

Synfacts, Journal Year: 2024, Volume and Issue: 20(06), P. 0572 - 0572

Published: May 14, 2024

Key words photoinduced reaction - cross-dehydrogenative coupling hydrogen atom transfer Minisci

Language: Английский

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