Construction of trifluoromethyl-substituted enaminones via rhodium(III)-catalyzed aldehydic C(sp2)–H bond activation of N-sulfonyl-2-aminobenzaldehydes with CF3-imidoyl sulfoxonium ylides DOI

Yubo Duan,

Zhaolin Quan,

Zhengkai Chen

et al.

Tetrahedron, Journal Year: 2024, Volume and Issue: unknown, P. 134408 - 134408

Published: Dec. 1, 2024

Language: Английский

Applications of innovative synthetic strategies in anticancer drug Discovery: The Driving Force of new chemical reactions DOI
Han Wang, Xiaolong Ma, Lingyi Sun

et al.

Bioorganic & Medicinal Chemistry Letters, Journal Year: 2025, Volume and Issue: 119, P. 130096 - 130096

Published: Jan. 9, 2025

Language: Английский

Citations

2

Synthesis of CF3-Azafluorenes through the Cascade Reaction of 2H-Imidazoles with CF3-Ynones DOI
Hao Li,

Shengnan Yan,

Chunhua Ma

et al.

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

Published: Nov. 25, 2024

A concise synthesis of trifluoromethyl (CF

Language: Английский

Citations

5

Rh(III)‐Catalyzed C‐H Cyclization of 2‐Arylbenzimidazoles with CF3‐Imidoyl Sulfoxonium Ylides and Further Sc(III)‐Catalyzed Deaminative Hydroxylation DOI Open Access

Juting Liao,

Ruirui Zhai,

Xiaoyang Gao

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 16, 2024

Abstract An efficient Rh(III)‐catalyzed C−H bond activation/cyclization of 2‐arylbenzimidazoles with CF 3 ‐imidoyl sulfoxonium ylides has been achieved, yielding diverse − and amino‐disubstituted 5,6‐dihydrobenzoimidazo[2,1‐ a ]isoquinolines, which could undergo deaminative hydroxylation to access hydroxy‐disubstituted ]isoquinolines catalyzed by Sc(OTf) . This developed strategy features easily available starting materials, broad substrate scope, good scalability high efficiency. Moreover, the antitumor activities selected products against some human cancer cell lines were also investigated, results indicated that several show antiproliferative activities.

Language: Английский

Citations

4

Synthesis of CF3-Indazoles via Rh(III)-Catalyzed C-H [4+1] Annulation of Azobenzenes with CF3-Imidoyl Sulfoxonium Ylides DOI Creative Commons
Yongjia Shang, Chen Li,

Guiqiu Wang

et al.

Molecules, Journal Year: 2025, Volume and Issue: 30(1), P. 183 - 183

Published: Jan. 5, 2025

An efficient Rh(III)-catalyzed C-H activation of azobenzenes and subsequent [4+1] cascade annulation with CF3-imidoyl sulfoxonium ylides was developed, yielding diverse CF3-indazoles. This protocol featured easily available starting materials, excellent functional group tolerance high efficiency. Moreover, the antitumor activities selected CF3-indazoles against human cancer cell lines were also studied, results indicated that several compounds displayed considerable antiproliferative activities.

Language: Английский

Citations

0

Condition-Controlled Rh(III)-Catalyzed Chemodivergent Cyclization of 2-Arylpyridines with CF3-Imidoyl Sulfoxonium Ylides via Triple C–H Activation DOI

Xiaoyang Gao,

Ruirui Zhai,

Juting Liao

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: 27(2), P. 657 - 662

Published: Jan. 7, 2025

A condition-controlled Rh(III)-catalyzed selective synthesis of CF3-substituted indoles and pyrido[2,1-a]isoindoles from 2-arylpyridines CF3-imidoyl sulfoxonium ylides has been developed. The Cp*Rh(MeCN)3(SbF6)2/HFIP system afforded via triple C–H activation, while the [Cp*RhCl2]2/MeCN condition selectively furnished through [4 + 1] annulation. notable advantages this developed method included readily available starting materials, broad substrate scope, excellent chemoselectivity. Importantly, several selected products showed promising antitumor activities.

Language: Английский

Citations

0

g-C3N4-Based Heterogeneous Photocatalyzed Synthesis and Evaluation of Antitumor Activities of Fluoroalkylated 4H-Pyrido[1,2-a]pyrimidin-4-ones DOI
Ningbo Li, Yan Liu,

Chu-Qian Hu

et al.

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

Published: Feb. 26, 2025

The first example of heterogeneous photoredox-catalyzed fluoroalkylation 4H-pyrido[1,2-a]pyrimidin-4-ones has been developed. With low-cost commercial g-C3N4 as the recyclable photocatalyst and cheap sodium fluoroalkyl sulfonates source, a variety fluoroalkylated pyridopyrimidinones were constructed in moderate to high yields. present reaction can be easily scaled up with good efficiency, catalytic system reused 5 times slight loss activities. Furthermore, biological activity synthesized compounds was preliminarily investigated.

Language: Английский

Citations

0

Direct Access to CF3-Containing 4H-1,3-Oxazines and 2-Aminopyrimidines Via a [4 + 2] Annulation Using In Situ Generated Carbodiimide Anions DOI
Huamin Wang,

Wenjing Niu,

Wei Min

et al.

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

Published: March 11, 2025

The carbodiimide anions which were generated in situ from N-cyano-N-aryl-p-toluenesulfonamides (NCTS) the presence of base participated annulations that remain less reported to date. Herein, we have developed for first time an efficient and environmentally friendly [4 + 2] annulation reaction CF3-substituted hetero-1,3-dienes with NCTS synthesis 4H-1,3-oxazines 2-aminopyrimidines under transition-metal-free conditions. methodology demonstrates advantages readily available substrates, simple operation, good functional group tolerance, broad substrate scope, providing a promising route structurally diverse scaffolds. products followed by transformations provide facile TAS2R14 agonist analogues.

Language: Английский

Citations

0

Cyclization of sulfoxonium ylides with 2-aminopyridines towards imidazo[1,2-a]pyridines DOI
Vu H. Luu,

Hoang V.M. Trinh,

Dat Huu Tran

et al.

Tetrahedron Letters, Journal Year: 2024, Volume and Issue: unknown, P. 155438 - 155438

Published: Dec. 1, 2024

Language: Английский

Citations

1

Construction of trifluoromethyl-substituted enaminones via rhodium(III)-catalyzed aldehydic C(sp2)–H bond activation of N-sulfonyl-2-aminobenzaldehydes with CF3-imidoyl sulfoxonium ylides DOI

Yubo Duan,

Zhaolin Quan,

Zhengkai Chen

et al.

Tetrahedron, Journal Year: 2024, Volume and Issue: unknown, P. 134408 - 134408

Published: Dec. 1, 2024

Language: Английский

Citations

0