Pyrolytic Carbon: An Inexpensive, Robust, and Versatile Electrode for Synthetic Organic Electrochemistry DOI Open Access
Tamara El‐Hayek Ewing, Nils Kurig,

Yoshio Robert Yamaki

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 22, 2024

Abstract Synthetic organic electrochemistry is recognized as one of the most sustainable forms redox chemistry that can enable a wide variety useful transformations. In this study, readily prepared pyrolytic carbon electrodes are explored in several powerful rAP transformations well C−C and C−N bond forming reactions. Pyrolytic provides an alternative to classic amorphous carbon‐based materials either expensive or ill‐suited large‐scale flow

Language: Английский

Electrochemical N(sp2)–H/C(sp3)–H cross-coupling reaction between sulfoximines and alkylarenes DOI

Qing‐Ru Zhu,

Peng-Zhan Zhang,

Xiang Sun

et al.

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(10), P. 5824 - 5831

Published: Jan. 1, 2024

An electrochemical oxidation-induced amination of simple alkylarenes with sulfoximines as a nitrogen source and 5,6-dimethyl-1 H -benzo[ d ]imidazole catalyst was developed.

Language: Английский

Citations

7

Electrooxidative S-Sulfoximination of Sulfenamide: A Metal-/Catalyst-Free Green Approach DOI

Padma Priya V. R,

S. Sugapriya,

Antony Haritha Mercy A

et al.

ACS Sustainable Chemistry & Engineering, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 15, 2025

Herein, we present a metal-/catalyst-free, novel approach for S-sulfoximination of sulfenamide. The electrooxidative reactions sulfenamides and sulfoximines are fast, high-yielding, atom-economical (99.5%), broad-substrate-tolerant, free from supporting electrolytes. protocol is ecofriendly shows wider substrate tolerance than previous reports. drug-attached sulfenamide (levetiracetam) sulfoximine (albendazole) also undergo the reaction efficiently. A possible mechanistic pathway proposed. Fascinatingly, target products obtained via photochemical in presence photocatalyst eosin Y.

Language: Английский

Citations

0

Electrochemical N–H Methylsulfoxidation of Sulfoximines with DMSO DOI Open Access

Qing‐Ru Zhu,

Gen Liu, Yongxiang Wang

et al.

Chinese Journal of Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 16, 2025

Comprehensive Summary The N–H methylsulfoxidation of sulfoximines using DMSO as a methylsulfinyl source, induced by electrochemistry, has been developed. This method is the first example an electrochemical reaction in which serves source. Unlike previous reactions involving substrate, exclusively proceed via radical mechanisms, this follows S‐cation pathway. A wide range N ‐methylsulfinyl were successfully obtained.

Language: Английский

Citations

0

Electrifying Redox-Neutral Palladium-Catalyzed Carbonylations: Multielectron Transfer as a Catalyst Driving Force DOI
Pierre‐Louis Lagueux‐Tremblay, Kwok‐Cheong Tam,

Meijing Jiang

et al.

Journal of the American Chemical Society, Journal Year: 2025, Volume and Issue: unknown

Published: April 22, 2025

Palladium-catalyzed bond-forming reactions such as carbonylations offer an efficient and versatile avenue to access products from often feedstock reagents. However, the use of catalysts also comes with a cost, their need be regenerated after each product-forming cycle requires balancing thermal operations. The latter can lead high barriers even well restrict application many products. We introduce herein alternative approach palladium catalyst design, where instead electrochemical potential drive catalysis by continual two-electron cycling metal oxidation state. power behind these redox steps offers route carry out carbonylation reactions, including catalytic synthesis high-energy aroyl halide electrophiles, at unprecedentedly mild ambient temperature pressure. More generally, analysis suggests this functions distinct multi-electron exchange pathway, reduction enables oxidative addition drives product elimination. combination creates unique platform both reverse operations are favored in same system energy only added source.

Language: Английский

Citations

0

Electrochemically Enable N-Sulfenylation/Phosphinylation of Sulfoximines via Oxidative Dehydrocoupling Reaction DOI
Wenbao Zhang,

Dongsheng Jin,

Yongkang Hu

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(9), P. 6106 - 6116

Published: April 18, 2024

An electrochemical oxidative cross-coupling strategy for the synthesis of N-sulfenylsulfoximines from sulfoximines and thiols was accomplished, giving diverse in moderate to good yields. Moreover, this can be extended construct N–P bond N-phosphinylated sulfoximines. With electrons as reagents, dehydrogenation reaction proceeds smoothly absence traditional redox reagents.

Language: Английский

Citations

3

Application of Carbonylation in the Synthesis of Bulk and Fine Chemicals DOI

Huibing Shi,

Yaowei Wang, Peng Wang

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 44(6), P. 1811 - 1811

Published: Jan. 1, 2024

Language: Английский

Citations

1

Pyrolytic Carbon: An Inexpensive, Robust, and Versatile Electrode for Synthetic Organic Electrochemistry DOI Open Access
Tamara El‐Hayek Ewing, Nils Kurig,

Yoshio Robert Yamaki

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 25, 2024

Abstract Synthetic organic electrochemistry is recognized as one of the most sustainable forms redox chemistry that can enable a wide variety useful transformations. In this study, readily prepared pyrolytic carbon electrodes are explored in several powerful rAP transformations well C−C and C−N bond forming reactions. Pyrolytic provides an alternative to classic amorphous carbon‐based materials either expensive or ill‐suited large‐scale flow

Language: Английский

Citations

1

Electrochemical Oxidative Thioetherification of Aldehyde Hydrazones with Thiophenols DOI
Meiqian Hu, Xiaolin Yang, Shuai Zhang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(29), P. 5907 - 5912

Published: Jan. 1, 2024

An electrochemically promoted oxidative dehydrogenation cross-coupling reaction between aldehyde hydrazones and thiophenols is demonstrated for the first time, which results in a variety of thioetherified products moderate to excellent yields.

Language: Английский

Citations

0

Direct N H heteroarylation of NH-sulfoximines under electrochemical conditions DOI
Changsheng Qin, Jingfang Wang,

Fang Gao

et al.

Molecular Catalysis, Journal Year: 2024, Volume and Issue: 568, P. 114485 - 114485

Published: Aug. 27, 2024

Language: Английский

Citations

0

Electrochemical Selenocyclization of N-Alkyl anilines: Access to 3-Selenyl quinolines DOI

Longqiang Zhao,

Huimin Li,

Mengyu Peng

et al.

Tetrahedron, Journal Year: 2024, Volume and Issue: unknown, P. 134257 - 134257

Published: Sept. 1, 2024

Language: Английский

Citations

0