Copper-Catalyzed Decarboxylative Cross-Coupling of α‑Fluoroacrylic Acids with N-Tosyl Oxaziridines DOI Open Access
Xiaoyu Lu,

Xiaomei Sun,

Yaqing Niu

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 43(6), P. 2110 - 2110

Published: Jan. 1, 2023

A protocol for the copper-catalyzed decarboxylative cross-coupling of α-fluoroacrylic acids with N-tosyl oxaziridines was reported.A series substituted acids, and primary, secondary tertiary were suitable reaction substrates.The decarboxylation exhibited good functional group compatibility excellent Z-stereoselectivity.This method provides a novel practical strategy construction monofluoroalkenes, which are key groups in pharmaceutical material sciences.In addition to βfluoroacrylic acid could also participate smoothly, access various monofluoroalkenes.This methodology platform modification complex biologically active molecules.

Language: Английский

Cascade Radical Trifluoromethylthiolation/Cyclization of Dienes To Access SCF3-Containing Medium-Sized Heterocycles DOI
Zhen Zhang,

X. Fang,

Ayimnisa Aili

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(24), P. 4598 - 4602

Published: June 12, 2023

A novel radical cascade trifluoromethylthiolation/cyclization of dienes (N-alkyl-2-(1-phenylvinyl)aniline derivatives) with AgSCF3 has been developed. This approach provides simple and efficient access to a wide range SCF3-containing medium-sized rings (7/8/9-membered heterocycles). Preliminary mechanistic studies suggest that the reaction is realized through silver-assisted cyclization process. The large-scale experiment modification product reveal promising utility this protocol.

Language: Английский

Citations

21
EDA Complex-Enabled Annulation to Access CF2-Containing Tetralones and Quinazolinones Using Persulfates as Electron Donors DOI
Shupeng Zhang, Dawei Guo,

Mei-Ling Yang

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(15), P. 10614 - 10623

Published: July 25, 2024

A photocatalyst-free and EDA complex-enabled radical cascade cyclization reaction of inactive alkenes with bromodifluoroacetamides was reported for the divergent synthesis fluorine-containing tetralones quinazolinones. In this transformation, persulfates as electron donors difluoro bromamide acceptors generate complex. This is a promising photochemical method advantages such mild conditions, simple operation, being metal-free, excellent functional group tolerance.

Language: Английский

Citations

6
Electron-Donor-Mediated Divergent Transformation of Br–RF via EDA Complex for the Synthesis of Fluorine-Containing Oxindoles and Amides DOI
Shupeng Zhang,

Jin-Xin Lan,

Mei-Ling Yang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(46), P. 9990 - 9995

Published: Nov. 11, 2024

We have developed an unprecedented electron-donor-controlled divergent reaction between

Language: Английский

Citations

4
Three‐Component Radical Cascade Reaction of Quinoxalinones, Alkenes and AgSCF3 DOI
Sha Peng, Long‐Yong Xie, Luo Yang

et al.

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(19), P. 3328 - 3334

Published: Aug. 4, 2023

Abstract A convenient and practical protocol for the preparation of SCF 3 ‐containing quinoxalin‐2(1 H )‐one derivatives via K 2 S O 8 mediated difunctionalization alkenes with quinoxalinones AgSCF was developed. The preliminary study showed that a radical triggered cascade reaction process might be involved in current transformation.

Language: Английский

Citations

7
Recent Advances in the Synthesis of Fused Heterocyclic Compounds and Their Antitumor Activities DOI Open Access

Kanghui Duan,

Junlong Tang,

Wanqing Wu

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 43(3), P. 826 - 826

Published: Jan. 1, 2023

The unique physicochemical properties invest fused heterocyclic compounds with wide applications in the synthesis of natural products, drugs, superconducting materials, energy storage polymer organic dyes, etc.In recent years, rapid development transition metal-catalyzed reactions unsaturated hydrocarbons has developed rapidly.Owing to advantages high step-and atom-economy, easy availability raw starting and efficient construction carbon-carbon bonds or/and carbon-hetero bonds, it is a vital way synthesize compounds.Herein, progress on reaction cyclizations involving for including benzofurans, indoles, quinolines last five years been summarized, as well their field medicinal chemistry antitumor activities.

Language: Английский

Citations

5
Photoinduced Photocatalyst-Free Cascade Cyclization of Alkynes with Sodium Sulfinates for the Synthesis of Benzothiophenes and Thioflavones DOI Creative Commons
Hongqiang Dong, Chunli Chen, Jinlei Zhao

et al.

Molecules, Journal Year: 2023, Volume and Issue: 28(11), P. 4436 - 4436

Published: May 30, 2023

The subject of this investigation is a new method for the construction sulfonylated heterocycles which overcomes limitations classical approaches using cheap feedstock sulfonylating agent, especially under photocatalyst- and metal-free conditions.

Language: Английский

Citations

4
Efficient synthesis of SCF3-containing 3-alkenylquinoxalinones via three-component radical cascade reaction DOI
Siyu Wang,

Chu L,

Wei Yang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(18), P. 3740 - 3745

Published: Jan. 1, 2024

An efficient and practical method for the synthesis of 3-alkenylquinoxalinones containing SCF

Language: Английский

Citations

1
Copper-Catalyzed Decarboxylative Cross-Coupling of α‑Fluoroacrylic Acids with N-Tosyl Oxaziridines DOI Open Access
Xiaoyu Lu,

Xiaomei Sun,

Yaqing Niu

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 43(6), P. 2110 - 2110

Published: Jan. 1, 2023

A protocol for the copper-catalyzed decarboxylative cross-coupling of α-fluoroacrylic acids with N-tosyl oxaziridines was reported.A series substituted acids, and primary, secondary tertiary were suitable reaction substrates.The decarboxylation exhibited good functional group compatibility excellent Z-stereoselectivity.This method provides a novel practical strategy construction monofluoroalkenes, which are key groups in pharmaceutical material sciences.In addition to βfluoroacrylic acid could also participate smoothly, access various monofluoroalkenes.This methodology platform modification complex biologically active molecules.

Language: Английский

Citations

2