1.8 Synthesis of (Trifluoromethyl)sulfanyl (SCF3) Compounds DOI
Chunfa Xu, Xinxin Shao,

Q. Shen

и другие.

Опубликована: Янв. 1, 2024

Abstract (Trifluoromethyl)sulfanyl compounds have garnered significant attention in medicinal chemistry, agrochemistry, and materials science due to their unique physicochemical properties, including high lipophilicity, metabolic stability, strong electron-withdrawing ability. This review pro-vides a comprehensive overview of the current methods for synthesis (trifluoromethyl)sulfanyl compounds, highlighting recent advances emerging strategies. Key synthetic approaches, such as direct (trifluoromethyl)sulfanylation, transition-metal-catalyzed processes, radical-based are discussed with an emphasis on substrates reagents. The chapter also briefly introduces mechanistic insights role novel reagents enhancing efficiency selectivity these transformations.

Язык: Английский

Copper-Initiated Regiodivergent Chloropentafluorosulfanylation of 1,3-Enynes under Substrate Control DOI
Lin Wang,

Wenhui Qin

Organic Letters, Год журнала: 2024, Номер 26(23), С. 5049 - 5054

Опубликована: Июнь 4, 2024

A copper-catalyzed regiodivergent chloropentafluorosulfanylation strategy for 1,3-enynes using SF

Язык: Английский

Процитировано

8

A radical Smiles rearrangement difunctionalization of activated alkenes via desulfonylation and insertion of sulfur dioxide relay strategy DOI

Si‐Wei Tian,

Zhentao Luo,

Biquan Xiong

и другие.

Green Chemistry, Год журнала: 2024, Номер 26(11), С. 6774 - 6778

Опубликована: Янв. 1, 2024

A novel and attractive photochemical difunctionalization of N -tosyl acrylamide for constructing alkylsulfonylated oxindoles amides with excellent substrate adaptability via a radical Smiles rearrangement strategy is described.

Язык: Английский

Процитировано

7

Copper/Photoredox‐Catalyzed Regioselective 1,4‐Addition to 1,3‐Enynes: A Convenient Access to Perfluoroalkylated Allenes DOI
Ya Chen,

Quanyuan Wanga,

Keyi Penga

и другие.

Chinese Journal of Chemistry, Год журнала: 2024, Номер 42(17), С. 2023 - 2028

Опубликована: Апрель 30, 2024

Comprehensive Summary A general and broadly applicable copper photoredox dual‐catalyzed multicomponent 1,4‐perfluoroalkylcyanation of 1,3‐enynes has been developed. This protocol enjoys success with high regioselectivity, mild reaction conditions, excellent functional‐group tolerance, allowing the facile synthesis structurally diverse perfluoroalkylated allenes from readily available fluoroalkyl halides, TMSCN in a one‐pot manner. reasonable mechanism proposed according to series control experiments.

Язык: Английский

Процитировано

4

Direct C–H sulfonylation of hydrazones involving the insertion of SO2 DOI

Mengzhao Yu,

Shuizhen Lin,

Shuoshuo Zhang

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(15), С. 4284 - 4289

Опубликована: Янв. 1, 2024

A three-component reaction of aldehyde-derived hydrazones with DABSO and aryldiazonium tetrafluoroborates is described. Moreover, the photocatalyzed sulfonylation can also be achieved from sulfonyl chlorides.

Язык: Английский

Процитировано

4

Photoredox/Copper Dual-Catalyzed Three-Component Perfluoroalkyl Trifluoromethylthiolation of Alkenes DOI
Kang Guo, Shaomian Liu,

Yutong Yang

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Фев. 20, 2025

A new three-component 1,2-perfluoroalkyl trifluoromethylthiolation of alkenes via dual photoredox/copper catalysis has been established, affording a variety CnF2n+1/CF3S-containing molecules under mild conditions in redox-neutral manner. This protocol exhibits excellent functional group tolerance, broad compatibility with various and perfluoroalkyl iodides, potential utility the modification bioactive molecules.

Язык: Английский

Процитировано

0

Photoredox Radical Cyclization of o-Vinylaryl Isocyanides and Aryldiazonium Tetrafluoroborates for the Synthesis of 2,4-Disubstituted Quinolines DOI
Min Gao, Chuan Ding, Peng‐Fei Huang

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Март 23, 2025

Quinolines, a significant part of nitrogen-containing heterocycles, are widely found in functional compounds. Herin, photochemical radical cyclization reaction o-vinylaryl isocyanides and aryldiazonium tetrafluoroborates, has been reported to build 2,4-diaryl quinolines. Readily accessible aryl diazonium salts were utilized as precursors at room temperature. This approach allowed good group tolerance substrate applicability.

Язык: Английский

Процитировано

0

Alkylsulfonylation of alkenes involving copper carbene coupling: access to alkyl–alkyl sulfones DOI

Chuan‐Chong Peng,

Fang Long,

Rui Feng

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(7), С. 1975 - 1981

Опубликована: Янв. 1, 2024

A novel alkyl radical-initiated alkylsulfonylation of alkenes involving copper carbene coupling is developed for the synthesis various alkyl–alkyl sulfones by employing potassium metabisulphite (K 2 S O 5 ) as a connector.

Язык: Английский

Процитировано

3

Palladium-catalyzed domino cyclization/direct functionalization involving the insertion of SO2 DOI
Xinwei Zhang,

Yaoyao Lu,

Shuoshuo Zhang

и другие.

New Journal of Chemistry, Год журнала: 2024, Номер 48(12), С. 5101 - 5106

Опубликована: Янв. 1, 2024

A reductive cross-coupling strategy for the synthesis of sulfone-containing oxindoles was presented. Moreover, using amines instead alkyl bromides, a palladium-catalyzed domino cyclization/aminosulfonylation also established.

Язык: Английский

Процитировано

3

Transition-Metal-Catalyzed Regiodivergent Sulfonylation of Aziridrines for the Synthesis of β‑Amino Sulfones DOI

Qinqiong Zeng,

Yujia Gong,

X. He

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(22), С. 6340 - 6346

Опубликована: Янв. 1, 2024

We developed the first transition-metal-catalyzed, regiodivergent sulfonylation of aziridines, enabling efficient synthesis diverse β-amino sulfones under mild conditions with broad substrate compatibility and high regioselectivity.

Язык: Английский

Процитировано

3

Alkyl Radical Initiated Cyclization/Cascade for Synthesizing Lactam‐Substituted Alkyl Sulfones DOI
Li‐Jun Wu,

Kai‐Yi Zhang,

Pei Yang

и другие.

Chinese Journal of Chemistry, Год журнала: 2024, Номер 42(16), С. 1853 - 1859

Опубликована: Апрель 17, 2024

Comprehensive Summary An alkyl radical initiated cyclization/tandem reaction of bromides and electrophiles by using potassium metabisulphite (K 2 S O 5 ) as a connector is developed for the synthesis various lactam‐substituted sulfones. Notably, this process does not require metal catalyst or powder reductant, highlighting its environmentally friendly features. The demonstrates outstanding substrate adaptability high tolerance towards diverse functional groups. Furthermore, biologically active molecules commercially available drugs with late‐stage modification are also highly compatible transformation. Mechanistic studies revealed that proceeds through single‐step involving intramolecular cyclization, "SO " insertion, external incorporation.

Язык: Английский

Процитировано

2