Sulfonylation/cyclization of alkynes with sulfonyl chlorides by copper catalysis DOI
Lin Chen, Chenchen Wang, Yu Sun

и другие.

New Journal of Chemistry, Год журнала: 2024, Номер 48(47), С. 19746 - 19749

Опубликована: Янв. 1, 2024

A gentle and remarkably effective copper-catalyzed method for the cascade sulfonylation of alkynes using sulfonyl chlordies as direct sulfonylating reagents, is presented.

Язык: Английский

Recent advances in organocatalytic atroposelective reactions DOI Creative Commons

Henrich Szabados,

Radovan Šebesta

Beilstein Journal of Organic Chemistry, Год журнала: 2025, Номер 21, С. 55 - 121

Опубликована: Янв. 9, 2025

Axial chirality is present in a variety of naturally occurring compounds, and becoming increasingly relevant also medicine. Many axially chiral compounds are important as catalysts asymmetric catalysis or have chiroptical properties. This review overviews recent progress the synthesis via organocatalysis. Atroposelective organocatalytic reactions discussed according to dominant catalyst activation mode. For covalent organocatalysis, typical enamine iminium modes presented, followed by N -heterocyclic carbene-catalyzed reactions. The bulk devoted non-covalent activation, where Brønsted acids feature most prolific catalytic structure. last part article discusses hydrogen-bond-donating other motifs such phase-transfer catalysts.

Язык: Английский

Процитировано

1

β-Thioamide Sulfone Enabled Copper-Catalyzed Ring-Opening/Sulfonylation of Cyclopropenes: Access to Alkyl Aryl Sulfones DOI

Arshad Ali,

C.‐S. CHUNG, Jingru Wang

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Янв. 9, 2025

Sulfone motifs play important roles in bioactive compounds and functional materials. The development of efficient methodologies for constructing sulfonyl-containing has thus attracted considerable attention. Here, we introduce a protocol the preparation alkyl aryl sulfones under mild conditions. This employs β-thioamide sulfone as novel motif donor. It forms sulfinates situ basic conditions, which then undergo cross-coupling with intermediates that were generated from ligand-free copper-catalyzed cyclopropenes (CPEs) ring opening.

Язык: Английский

Процитировано

0

Recent Advances in Catalytic Transformations of ortho-Alkynylnaphthols DOI
Fatemeh Doraghi,

Reza Hassanzadeh Dostkoh,

Hassan Tavakoli

и другие.

Tetrahedron, Год журнала: 2025, Номер unknown, С. 134726 - 134726

Опубликована: Май 1, 2025

Язык: Английский

Процитировано

0

Recent advances in the synthesis of γ-keto sulfones DOI
Cai Zhang

Organic & Biomolecular Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

In this article, the synthesis of γ-keto sulfones over period from 2020 to present will be discussed, and related reaction mechanisms also discussed.

Язык: Английский

Процитировано

0

Electrochemical Synthesis of Alkenylsulfonates from Alkynes, NaHSO3 and Alcohols DOI
Xiaoman Wang, Qianqian Chen,

Jinhang Zhou

и другие.

Chinese Journal of Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 7, 2024

Comprehensive Summary Alkenylsulfonates are commonly encountered in medicinal chemistry, polymer and organic synthesis. In this research, an electrochemical reaction involving alkynes, NaHSO 3 , alcohols has been developed. This method yields functionalized alkenylsulfonates good with broad functional group tolerance. Mechanism studies indicate that anodic oxidation of inorganic sulfite, radical insertion process, HAT process involved transformation.

Язык: Английский

Процитировано

2

A Three-Component Reaction of Alkenyl Thianthrenium Salts, Cyclopropanols and Sulfur Dioxide DOI
Xinhua Wang,

Chen Guo,

Minsi Wei

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 90(1), С. 908 - 912

Опубликована: Дек. 31, 2024

A three-component reaction of alkenyl thianthrenium salts, cyclopropan-1-ols and DABCO·(SO2)2 under catalyst- additive-free conditions, is accomplished. This sulfonylation with the insertion sulfur dioxide works efficiently very mild leading to a wide range 1-substituted vinyl sulfones in moderate good yields. In this protocol, scope generality salts cyclopropyl alcohols demonstrated.

Язык: Английский

Процитировано

2

Substrate-Controlled Electrochemical Reaction of 2-Alkynylbenzamides, Inorganic Sulfites, and Alcohols DOI
Xiaoman Wang, Shanshan Feng, Jiarui Han

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(22), С. 16873 - 16882

Опубликована: Ноя. 6, 2024

Isoindolones constitute a dominant structural class in synthetic and medicinal chemistry. In this research, an electrochemical reaction involving 2-alkynylbenzamides, inorganic sulfites, alcohols was first established to provide sulfonyl ester-substituted 3-hydroxyisoindolinone derivatives moderate good yields with excellent functional group tolerance. When bulky aryl-substituted 2-alkynylbenzamides are utilized as substrates, 3-alkylideneisoindolinones can be selectively generated chemoselectivity. Alkoxysulfonyl radicals derived from the anodic oxidation of sulfite involved transformation.

Язык: Английский

Процитировано

1

Recent advances in asymmetric synthesis via cyclopropanol intermediates DOI Creative Commons
Marharyta V. Laktsevich‐Iskryk, Alaksiej L. Hurski, Maksim Ošeka

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Дек. 4, 2024

The review summarizes achievements in stereoselective and stereoretentive transformations of cyclopropanols suitable for asymmetric synthesis.

Язык: Английский

Процитировано

1

Chiral Brønsted Acid‐Catalyzed Asymmetric Reaction via Vinylidene Ortho‐Quinone Methides DOI
Xin‐Qi Zhu,

Hai‐Yu Yang,

Long‐Wu Ye

и другие.

Chemistry - A European Journal, Год журнала: 2024, Номер 30(49)

Опубликована: Июнь 26, 2024

Vinylidene ortho-quinone methides (VQMs) have been proven to be versatile and crucial intermediates in the catalytic asymmetric reaction last decade, thus drawn considerable concentrations on account of practical application construction enantiomerically pure functional organic molecules. However, comparison well established chiral Brønsted base-catalyzed via VQMs, acid-catalyzed is rarely studied there no systematic summary date. In this review, we summarize recent advances VQMs according three types reactions: a) intermolecular nucleophilic addition VQMs; b) cycloaddition c) intramolecular cyclization VQMs. Finally, put forward remained challenges opportunities for potential breakthroughs area.

Язык: Английский

Процитировано

0

Sulfonylation/cyclization of alkynes with sulfonyl chlorides by copper catalysis DOI
Lin Chen, Chenchen Wang, Yu Sun

и другие.

New Journal of Chemistry, Год журнала: 2024, Номер 48(47), С. 19746 - 19749

Опубликована: Янв. 1, 2024

A gentle and remarkably effective copper-catalyzed method for the cascade sulfonylation of alkynes using sulfonyl chlordies as direct sulfonylating reagents, is presented.

Язык: Английский

Процитировано

0