A Review of Electrochemical Synthesis and Transformations of Small Organic Molecules: Sulfoximines, Isoxazolines, and Benzimidazoles DOI
Sanjay M. Madurkar, Girdhar Pal Singh, Siddharth Sharma

et al.

Current Green Chemistry, Journal Year: 2024, Volume and Issue: 12(2), P. 85 - 116

Published: Sept. 26, 2024

In the realm of synthetic organic chemistry, environmentally friendly manipulation small molecules has gained prominence. One particularly promising approach is electrochemical synthesis, which offers a green and sustainable alternative to using hazardous toxic redox reagents. By harnessing electric current from renewable sources like sunlight or wind, synthesis emerges as viable replacement for conventional methods. This review article provides comprehensive exploration method, delving into its background applications in synthesizing transforming various molecules, including sulfoximines, isoxazolines, benzimidazoles, more. aims shed light on potential greener more way conducting transformations.

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

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

Electrochemical Strategy for the Radical Fluoroacetylation of Sulfoximines from Fluorinated Alkyl Carboxylic Acids DOI
Xiaoman Li, Jiawei Huang, Huanhuan Song

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: April 15, 2025

The integration of trifluoroacetyl (CF3CO) groups into organic skeletons is a key research topic in synthetic chemistry given their significant potential to boost biological activity. Despite recent developments strategies for incorporating moiety via radical intermediates, the practical utilization inexpensive and readily available trifluoroacetic acids as sources has not yet been developed. Herein, an electrochemical strategy employed achieve deoxygenative transformation directly with assistance PPh3. obtained radicals are then coupled sulfoximine species, thus enabling synthesis N-trifluoroacetylated sulfoximines. Additionally, other fluorinated alkyl carboxylic acids, including perfluoro-, difluoro-, trifluoromethylcarboxylic can also be efficiently utilized under these conditions, leading corresponding acylated Moreover, trifluoroacetylation drug-based molecules easy execution scale-up experiments highlight applicability this protocol.

Language: Английский

Citations

0

Electrochemical Oxidative Dehydrogenative Coupling of Sulfoximines to Construct N‐sulfenyl and N‐phosphinyl Sulfoximines DOI
Xiaoman Li, Jiawei Huang, Liang Xu

et al.

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(24), P. 4647 - 4653

Published: Nov. 6, 2023

Abstract Herein, an electrochemical oxidative approach for the synthesis of N‐sulfenyl and N‐phosphinyl sulfoximines has been established from readily available NH‐sulfoximines with thiophenols diarylphosphine oxides. Utilizing synergistic effect halide salt oxidation, desired products are obtained at room temperature in absence any acidic/basic/metallic additives.

Language: Английский

Citations

7

Iodine-Promoted Sulfoximidation of Cinnamic Acids via Oxidative C═C Bond Cleavage DOI

Parbin Rahman,

Nikita Chakraborty, Bhisma K. Patel

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(15), P. 10472 - 10484

Published: July 15, 2024

An iodine-promoted C═C bond cleavage with concomitant decarboxylation and cross-coupling between cinnamic acids

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

Electrochemical Selenocyclization of N-(2-Alkyle)Anilines: Access to 3-Selenylquinolines DOI
Fanghua Ji,

Longqiang Zhao,

Huimin Li

et al.

Published: Jan. 1, 2024

Language: Английский

Citations

0

Zinc‐catalyzed N‐Aroylation of Sulfoximines with Carboxylic Acids DOI
Zewei Chen, Rekha Bai, Pratheepkumar Annamalai

et al.

Chemistry - An Asian Journal, Journal Year: 2024, Volume and Issue: 19(23)

Published: Aug. 24, 2024

Abstract A zinc‐catalyzed C(sp 2 )− N dehydrative cross‐coupling between carboxylic acids and NH ‐sulfoximines to afford ‐aroylated sulfoximines under mild reaction conditions is described. Various were coupled with readily available provide the corresponding in good 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