Cited by Electrochemical-promoted Mannich-type three-component reaction of benzo-fused cyclic amides using methanol as C1 source instead of formaldehyde

Electroreductive deuteroarylation of alkenes enabled by an organo-mediator DOI

Xinling Li, Jianfeng Zhou,

Weijie Deng

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: 15(29), P. 11418 - 11427

Published: Jan. 1, 2024

An environmentally friendly electroreduction approach is disclosed for site-specific introduction of deuterium via anti-Markovnikov selective deuteroarylation alkenes and aryl iodides with bipyridine as a mediator D 2 O ‘D’ source.

Language: Английский

Citations

Palladium-Catalyzed Tandem Reaction of β-Ketonitriles with Arylboronic Acids and Dimethyl Sulfoxide: Application to Multicomponent Synthesis of Poly-Substituted Pyridines DOI

Ge Zeng,

Shi-Yan Wang,

Weiping Han

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 9, 2025

The Pd-catalyzed multicomponent tandem reaction of β-ketonitriles, arylboronic acids and DMSO was efficiently developed, enabling access to a variety poly substituted pyridines. protocol shows excellent chemoselectivity, generating nicotinonitriles or symmetrical tetrasubstituted pyridines under different conditions by cyclization enaminone intermediates with β-ketonitriles enolates, respectively, does not require extra ammonias. This method boasts notable advantages, such as the use commercially available easily prepared substrates, simple conditions, broad substrate scope, good functional group tolerance.

Language: Английский

Citations

Construction of Amidines via palladium-catalyzed three-component reaction of Arylacetylenes, t-Butylisonitrile and O-benzoyl Hydroxylamines DOI

Jianquan Hong,

Feng Zheng,

Xiaoyu Wang

et al.

Tetrahedron Letters, Journal Year: 2025, Volume and Issue: unknown, P. 155534 - 155534

Published: March 1, 2025

Language: Английский

Citations

Electrochemical Synthesis of Vinyl Sulfonates Mediated by Bromine Radicals DOI

Yong Huang, Yuyuan Zhang, Yujing Zhou

et al.

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

Published: March 10, 2025

Vinyl sulfonates are vital intermediates in organic synthesis, serving as versatile electrophiles various cross-coupling reactions. Despite their significance, direct methods for synthesizing vinyl from styrenes have been limited. In this study, we introduce an innovative electrochemical approach that leverages bromine radical mediation to facilitate the synthesis of sulfonates, cheap nBu4NBr acts both electrolyte and a catalytic amount. This process involves reaction with sodium sulfinates water under conditions, offering straightforward pathway these compounds. The developed strategy is characterized by its high efficiency, operational simplicity, environmentally benign nature, adhering principles green chemistry while ensuring atom economy remarkable regioselectivity. Furthermore, methodology proves effective gram-scale allows subsequent functionalization sulfonate products pharmaceutical derivatives, thus broadening potential applications techniques styrene functionalization.

Language: Английский

Citations

Electrochemically Promoted Synthesis of N-Sulfonyl Sulfinimidate Esters and Sulfilimines from Sulfonamides, Thiophenols, Thioethers, and Alcohols DOI

A. Chen,

Yan He, Zhang Zhang

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 9, 2025

In this work, we report an electrochemical method for the straightforward preparation of scarcely accessible sulfinimidate esters from readily available sulfonamides, thiophenols, and alcohols. Mechanistic experiments show that sulfur oxidation at anodic surface generates electrophilic intermediate, which subsequently undergoes nucleophilic substitution. Moreover, sulfilimines can be obtained in moderate-to-excellent yields when thioethers are used as S-donor instead thiophenols via a dehydrogenateive imination process. This is also characterized by mild reaction condition, operational simplicity, high atomic economic efficiency, easy later drug synthesis, modification, well scaling up to gram scale.

Language: Английский

Citations

Manganaelectro-Catalyzed Cyclization of o-Aminoarylketones with Ammonia: An Approach to 1,2-Dihydroquinazolines DOI

Qiang Zhong,

Pei-Long Wang, Hui Gao

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 12, 2024

A manganaelectro-catalyzed cyclization reaction of 2-aminoarylketones with simple alcohols and ammonia under mild conditions is reported for the first time. The cooperative catalysis effectively enhances oxidation primary into aldehydes, thus enabling synthesis substituted 1,2-dihydroquinazolines in good to excellent yields. In addition, utilities this method are highlighted construction biologically active molecules that would otherwise be difficult access through a traditional method.

Language: Английский

Citations

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

Synthesis of N-Sulfonyl Formamidines by Direct Condensation between Sulfonamide and Formamide Enabled by a Photogenerated Vilsmeier-Type Reagent DOI

Quentin Chevrier,

Théo Pierru,

Anthony Craquelin

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(20), P. 15282 - 15288

Published: Oct. 8, 2024

Herein, we report the synthesis of N-sulfonyl formamidines from carbon tetrabromide and formamide under UVA irradiation without any additional catalysts. This approach represents a straightforward methodology for accessing this class structural units has been applied to wide range readily available sulfonamides formamides, providing corresponding products in moderate excellent yields (30 examples, 16–99% yields). Mechanistic investigations associated with previous reports suggest implication an activated iminium intermediate (Vilsmeier–Haack reagent derivatives), obtained by photoinduced reaction between formamides.

Language: Английский

Citations

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

One-pot Synthesis of N-Sulfonylamidines from N-Acylsulfonamides Enabled by a Metal Triflate-Mediated Nonhydrolytic N-Deacylation† DOI

Juan Tian, Mengyun Chen, Xinyi Wang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

A one-pot method has been developed to prepare N -sulfonylamidines from -acylsulfonamides via a metal triflate-catalyzed nonhydrolytic deacylation followed by interception of the newly formed sulfonamide with , -dimethylformamide dimethyl acetal.

Language: Английский

Citations