Synthetic Utility of Alkyl tert-Butyl Peroxides in a Copper-Catalyzed Radical Functionalization

Organic Letters, Journal Year: 2023, Volume and Issue: 25(17), P. 2958 - 2963

Published: March 23, 2023

Alkyl tert-butyl peroxides are prepared from the corresponding tert-alkyl precursors and hydroperoxide in presence of a promoter. These substrates can be utilized mild copper-catalyzed radical functionalization that utilizes several coupling partners has broad substrate scope. A mechanistic study suggests alkyl species participate reactions.

Language: Английский

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Catalyst‐Free, Air‐Mediated C(sp²)−H Alkylation of Cyclic Aldimines with Alkylboronic Acids

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(24), P. 4544 - 4549

Published: Nov. 22, 2023

Abstract The air mediated radical alkylation of cyclic aldimines via autoxidation alkylboronic acids has been realized under mild reaction conditions. By simply heating with acid using as sole oxidant, this protocol provides a catalyst‐free access to variety alkylated 21–91% yields. Preliminary mechanistic studies suggest that pathway might be involved in the reaction.

Language: Английский

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Ring‐Opening/Cyclization of Cyclobutanone Oxime Esters with Alkenes in Biomass‐Derived Solvent Using Copper Catalyst and Inorganic Oxidant

Asian Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 11(6)

Published: April 30, 2022

Abstract A novel method for the ring‐opening/cyclization of cyclobutanone oxime esters with three different types alkene s synthesis valuable 2‐pyrrolidones and benzimidazo[2,1‐ a ]isoquinolin‐6(5 H )‐ones is demonstrated first time, which uses CuCl as catalyst K 2 S O 8 an oxidant in biomass‐derived solvent 2‐methyltetrahydrofuran (2‐MeTHF). This protocol highly efficient gives full conversions substrates good functional group compatibility. The use economic stable copper along inorganic green makes it benign sustainable strategy.

Language: Английский

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Swapping Copper‐Catalytic Process: Selective Access to Pyrazoles and Conjugated Ketimines from Oxime Acetates and Cyclic Sulfamidate Imines

Chemistry - An Asian Journal, Journal Year: 2022, Volume and Issue: 18(4)

Published: Dec. 30, 2022

A powerful CuCl-catalyzed sequential one-pot reaction of aryl methyl ketoxime acetates with cyclic N-sulfonyl imines followed by elimination in the presence base is reported. This hydrazine-free method conveniently makes C-C and N-N bonds via a radical cleavage N-O bond, delivering special class C3-hydroxyarylated pyrazoles good yields. Surprisingly, while employing CuI as catalyst instead CuCl, proceeds through non-radical pathway which embodies new tactic for high-yielding access to value-added conjugated N-unsubstituted ketimines. Moreover, additive-free approach sulfamidate-fused-pyrazoles was achieved successfully catalyzing addition oxidative bond-making reactions respectively. Significantly, our novel technique could convert prepared ketimines into pharmacologically recognized 6H-benzo[c]chromene frameworks.

Language: Английский

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Selective C₃-nitrosation of imidazopyridines using AgNO₃ as the NO source

New Journal of Chemistry, Journal Year: 2022, Volume and Issue: 46(31), P. 15200 - 15204

Published: Jan. 1, 2022

We developed a novel method for selective radical nitrosation of imidazo[1, 2- ]pyridine derivatives using AgNO 3 as NO source.

Language: Английский

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