Electrochemically Driven Ugi-Azide Reaction via C(sp3)–H Bond Activation of Tertiary Amines DOI
Bin Song, Feng Zhao,

Pengxiang Gao

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: 27(6), P. 1561 - 1567

Published: Jan. 31, 2025

An electrochemically driven Ugi-azide reaction was established via C(sp3)-H bond activation of tertiary amines to prepare α-aminomethyl tetrazoles within 2.5 h under mild conditions with remarkable tolerance various functional groups. Besides, this electrochemical strategy not only obviated the needs iodine, metal, and exogenous oxidant but possessed potential applicability convenient large-scale synthesis. Mechanistic studies indicated both alkyl carbon-centered radical generated at anode intramolecular [3 + 2] cycloaddition are key factors for strategy.

Language: Английский

Electrophilic Halospirocyclization of N-Benzylacrylamides to Access 4-Halomethyl-2-azaspiro[4.5]decanes DOI
Zhongyi Zhang, Wei Zhang,

Zhong‐Wei Hou

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(19), P. 13610 - 13621

Published: Sept. 11, 2023

An electrophilic spirocyclization of N-benzylacrylamides with N-halosuccinimides (NXS) as the halogenating reagents has been developed. This reaction is carried out at room temperature under simple conditions without relying on metal reagents, photochemistry, or electrochemistry, providing a fast and efficient route to synthesize wide variety 4-halomethyl-2-azaspiro[4.5]decanes satisfactory yields. The approach further highlighted through gram-scale synthesis diverse transformations spiro products.

Language: Английский

Citations

55

Organoelectrophotocatalytic Generation of Acyl Radicals from Formamides and Aldehydes: Access to Acylated 3-CF3-2-Oxindoles DOI
Hong He,

Qinhui Wan,

Zhong‐Wei Hou

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(38), P. 7014 - 7019

Published: Sept. 18, 2023

Organoelectrophotocatalytic generation of acyl radicals from formamides and aldehydes to synthesize acylated 3-CF3-2-oxindoles has been developed. This protocol features a monocatalytic system using 9,10-phenanthrenequinone (PQ) both as catalyst hydrogen atom transfer (HAT) reagent, which avoids the use an external HAT metal oxidant. A variety have obtained in satisfactory yields CF3-substituted N-arylacrylamides via tandem radical cyclization.

Language: Английский

Citations

49

Organophotoelectrochemical silylation cyclization for the synthesis of silylated 3-CF3-2-oxindoles DOI

Qinhui Wan,

Chen-Yin Huang,

Zhong‐Wei Hou

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(14), P. 3585 - 3590

Published: Jan. 1, 2023

An organophotoelectrochemical approach for silylation cyclization of CF3-substituted N -arylacrylamides with organosilanes under transition-metal-free and oxidant-free conditions has been developed.

Language: Английский

Citations

44

Organophotoelectrocatalytic C(sp2)–H alkylation of heteroarenes with unactivated C(sp3)–H compounds DOI

Qinhui Wan,

Xia-Die Wu,

Zhong-Wei Hou

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(42), P. 5502 - 5505

Published: Jan. 1, 2024

An organophotoelectrocatalytic method for the C(sp 2 )–H alkylation of heteroarenes with unactivated 3 compounds via dehydrogenation cross-coupling was developed.

Language: Английский

Citations

28

Recent Advances in the Electrochemical Defluorinative Transformations of C—F Bonds DOI

Qinhui Wan,

Ruixue Liu, Zhongyi Zhang

et al.

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: 42(16), P. 1913 - 1928

Published: April 24, 2024

Comprehensive Summary Organic fluorine compounds are ubiquitous and pivotally important organic molecules, yet their activation transformation have long been a formidable challenge due to the high energy low reactivity of C—F bonds. electrosynthesis, an environmentally benign synthetic method in chemistry, enables myriad chemical transformations without need for external redox reagents. In recent years, electrochemistry has emerged as powerful tool achieving bonds fluorine‐containing compounds. This review aims succinctly recapitulate latest advancements electrochemical defluorinative delve into reaction design, mechanistic insights, developmental prospects these methods. Key Scientists 1959, Lund was first pioneer electroreduction CF 3 CH group. Electrochemistry lately provided new opportunities efficient conversion fluorides. 2020, Zhou coworkers discovered carboxylation α‐CF alkenes. Lambert colleagues reported electrophotocatalytic amination aryl Electrochemical hydrodefluorination trifluoromethylketones developed by Lennox 2021. same year, Wang Guo disclosed radical alkylation alkenes with Katritzky salts alkyl precursors. Subsequently, Wu Liao described transition‐metal‐free, site‐selective arylation polyfluoroarenes (het)arenes using paired electrophotocatalysis. 2023, numerous efforts were made achieve bond activation. Xia organoboron‐controlled chemoselective sequential (deutero)hydrodefluorination trifluoroacetamides.

Language: Английский

Citations

26

Seminormal-BrCH2CH2OH-mediated electrochemical epoxidation of unactivated olefins DOI
Hong He,

Yanxia Lv,

Jing Hu

et al.

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(4), P. 2157 - 2161

Published: Jan. 1, 2024

An electrochemical epoxidation of unactivated olefins with water as the source oxygen has been developed.

Language: Английский

Citations

23

Electrochemical generation and utilization of radical intermediates DOI

Zhong‐Wei Hou,

Hai‐Chao Xu, Lei Wang

et al.

Current Opinion in Electrochemistry, Journal Year: 2024, Volume and Issue: 44, P. 101447 - 101447

Published: Jan. 26, 2024

Language: Английский

Citations

20

Chloride‐Promoted Photoelectrochemical C—H Silylation of Heteroarenes DOI

Xin‐Ru Zhao,

Yu‐Chen Zhang,

Zhong‐Wei Hou

et al.

Chinese Journal of Chemistry, Journal Year: 2023, Volume and Issue: 41(22), P. 2963 - 2968

Published: June 24, 2023

Comprehensive Summary A photoelectrochemical approach for the C—H silylation of heteroarenes through dehydrogenation cross‐coupling with H 2 evolution has been developed. The depends on hydrogen atom transfer (HAT) from silanes to Cl‐radical generated light‐induced homolytic cleavage Cl , in which was produced by electrochemical oxidation chloride. large number silylated heterocyclic molecules are rapidly constructed satisfactory yields without relying oxidants and metal reagents.

Language: Английский

Citations

39

Harnessing the power of polyol-based polyesters for biomedical innovations: synthesis, properties, and biodegradation DOI
Vafa Fakhri, Chia‐Hung Su, Masoud Tavakoli Dare

et al.

Journal of Materials Chemistry B, Journal Year: 2023, Volume and Issue: 11(40), P. 9597 - 9629

Published: Jan. 1, 2023

Polyesters based on polyols have emerged as promising biomaterials for various biomedical applications, such tissue engineering and drug delivery systems, due to their biocompatibility, biodegradability, versatile physicochemical properties.

Language: Английский

Citations

37

UV and solar-based photocatalytic degradation of organic pollutants from ceramics industrial wastewater by Fe-doped ZnS nanoparticles DOI
Bozhi Li, Ali H. Amin, Afaf M. Ali

et al.

Chemosphere, Journal Year: 2023, Volume and Issue: 336, P. 139208 - 139208

Published: June 15, 2023

Language: Английский

Citations

30