Cascade Reaction of Enyne-Amides with Sulfur-Ylides for the Synthesis of Indole-Tethered 5-Oxaspiro[2.4]hept-6-ene Derivatives DOI
Yueyue Shan, Yong‐Li Li,

Chenghan He

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 9, 2024

An unexpected cascade reaction of enyne-amides with sulfur-ylides has been developed. This involves cycloisomerization, dearomatic cyclopropanation, ring-opening rearomatization, and subsequent differing from the common [2 + n] cyclization enyne-amides. A variety (spirocyclopropane)dihydrofuran derivatives have efficiently conveniently synthesized in a single vessel, exhibiting excellent diastereoselectivity good functional group tolerance.

Language: Английский

Selective Fluorosulfonylation of Thianthrenium Salts Enabled by Electrochemistry DOI
Xianqiang Kong, Yiyi Chen, Qianwen Liu

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(4), P. 581 - 586

Published: Jan. 25, 2023

A practical electrochemically driven method for fluorosulfonylation of both aryl and alkyl thianthrenium salts has been disclosed. The strategy does not need external redox reagents or metal catalysts. In combination with C-H thianthrenation aromatics, this provides a new tool the site-selective drugs.

Language: Английский

Citations

45

Highly efficient construction of 2,3-disubstituted indoline derivatives by [4 + 1] annulation of sulfur ylides and o-sulfonamido aldimines DOI
Mengjiao Xu,

Mengwei You,

Su Yang

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(6), P. 1521 - 1526

Published: Jan. 1, 2023

A highly efficient [4 + 1] annulation of sulfur ylide salts and o -sulfonamido aldimines for construction valuable 2,3-disubstituted indolines is reported. It worth noting that indoles could also be synthesized by this cascade reaction.

Language: Английский

Citations

27

Asymmetric synthesis of spirofuro[2,3-b]azepine-5,3′-indoline derivativesviacycloisomerization/[4 + 3] annulation process under Au/N-heterocyclic carbene relay catalysis DOI

Mengwei You,

Yan Li, Xin Lv

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(13), P. 3347 - 3352

Published: Jan. 1, 2023

A variety of enantioenriched spirofuro[2,3- b ]azepine-5,3’-indoline derivatives were synthesized via Au(I)/chiral NHC relay catalyzed cycloisomerization/asymmetric [4+3] annulation.

Language: Английский

Citations

23

Recent advance: Sulfur ylides in organic synthesis DOI
M. Kumar,

Ifrah Sadaf,

Jyotsna Pamidighantam

et al.

Journal of Heterocyclic Chemistry, Journal Year: 2023, Volume and Issue: 61(1), P. 29 - 70

Published: Oct. 26, 2023

Abstract Sulfur ylides are versatile structures that display various characteristics and participate in a myriad of reactions to produce simple, effective, sometimes stereoselective toward synthesizing sulfur‐containing compounds. Nonetheless, their fulfillment tremendous developments have been made this field the past few decades. In comprehensive review, luminosity is illuminated on application sulfur involved domino, cascade annulation reactions, carbene trapping reagents with chameleonic reactivity. numerous decennary, chemists used solvent‐dependent, rhodium catalyzed, dealkylative intercepted, photochemical reaction, halotrifluoromethylation, benzannulation, amidation name such as Mizoroki–Heck, Suzuki–Miyaura, Sommelet–Hauser rearrangements. Moreover, other prime applications include metal catalysis, epoxidation carbonyl compounds, acylmethylation, cyclomerization, oxidation, insertion reactions. Additionally, some extremely useful play major role synthesis medicinally active heterocycles structural motifs. This review article discusses all these proposed mechanisms, current scenario, at length. tutorial concludes by providing future outlook investigation into compounds synthesized using it great potential be industries, laboratories, pharmaceutical companies, drug production, clinical use, medicinal chemistry, agrochemical purposes.

Language: Английский

Citations

11

Synthesis of S-alkyl phosphorothioates/phosphorodithioates via ring-opening reaction of sulfonium salts with S8, H-phosphonates or P4S10, and alcohols DOI
Lihua Yang, Lin Chen,

Bei Li

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(20), P. 5731 - 5740

Published: Jan. 1, 2024

A simple and practical method for the synthesis of S -alkyl phosphorothioates/phosphorodithioates through three-component reaction cyclic sulfonium salts with 8 , H -phosphonates, or P 4 10 alcohols was readily developed.

Language: Английский

Citations

4

Visible-Light-Induced photoredox aerobic coupling of sulfonium ylides and amines leading to E-selective formation of 2-amino-2-butene-1,4-diones DOI

Ning Xian,

Xiaochen Ji, Guo‐Jun Deng

et al.

Organic Chemistry Frontiers, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

A novel visible-light-induced photoredox three-component aerobic coupling reaction of sulfoxonium ylides and amines is reported.

Language: Английский

Citations

0

Research Advances in the Cyclization Reactions of Allylic Sulfonium Salts DOI

晨晓 王

Journal of Organic Chemistry Research, Journal Year: 2025, Volume and Issue: 13(02), P. 77 - 86

Published: Jan. 1, 2025

Language: Английский

Citations

0

Highly Diastereoselective One-Pot Synthesis of 4,5-Dihydrofuro[2,3-b]azocin-6-one Derivatives through Cyclization/[4+4] Annulation Reactions DOI
Bei Zhang,

Zefeng Jin,

Chaoman Huang

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(11), P. 6704 - 6715

Published: May 8, 2023

A variety of 4,5-dihydrofuro[2,3-b]azocin-6-one derivatives were expediently assembled through Au(I)-catalyzed cyclization and 2-(tert-butyl)-1,1,3,3-tetramethylguanidine (BTMG)-mediated [4+4] annulation reactions enyne-amides ynones. The exhibit high efficiency with excellent regio- diastereoselectivity. broad spectrum substrates was utilized. products an eight-membered ring might be useful in biological chemistry medicinal science. Furthermore, the could facilely converted into various derivatives.

Language: Английский

Citations

7

Substrate-directed divergent annulations of sulfur ylides: synthesis of functionalized bispirocyclopentane and bispirocyclopropane derivatives DOI
Siyi Chen,

Peiyao Liang,

Yilin Cai

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(11), P. 2197 - 2202

Published: Jan. 1, 2024

A substrate-directed divergent [2+3]/[2+1] annulation of tetra-substituted oxa-dienes and allylic sulfur ylides has been developed for the synthesis functionalized bispirocyclopentane bispirocyclopropane derivatives.

Language: Английский

Citations

2

Ring expansion of spirocyclopropanes with stabilized sulfonium ylides: highly diastereoselective synthesis of cyclobutanes DOI Creative Commons
Hisanori Nambu,

Yuta Onuki,

Kana Aso

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(34), P. 4537 - 4540

Published: Jan. 1, 2024

A novel method was devised for regioselective ring expansion of spirocyclopropanes to spirocyclobutanes with stabilized sulfonium ylides, affording 1,2- trans -disubstituted 6,8-dioxaspiro[3.5]nonane-5,9-diones without the formation any isomers.

Language: Английский

Citations

2