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

и другие.

Molecules, Год журнала: 2025, Номер 30(1), С. 183 - 183

Опубликована: Янв. 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.

Язык: Английский

Enantioselective Intramolecular Iridium-Catalyzed Cyclopropanation of α-Carbonyl Sulfoxonium Ylides DOI Creative Commons
Lucas Vidal, Pan‐Pan Chen, Eva Nicolas

и другие.

Organic Letters, Год журнала: 2022, Номер 24(46), С. 8503 - 8508

Опубликована: Ноя. 11, 2022

Enantioselective cyclopropanation of α-carbonyl sulfoxonium ylides (SY) has so far been limited to addition/ring closure reactions on electron-poor olefins. Herein, we report the iridium-catalyzed intramolecular SY in presence a chiral diene up 96% yield and 98% enantioselectivity. Moreover, density functional theory calculations suggest that re face olefin preferably attacks an iridium carbene intermediate asynchronous concerted step is independent geometry olefin.

Язык: Английский

Процитировано

19
Cyclic Sulfoxonium Ylides: Synthesis and Chemospecific Reactivity in the Catalytic Alkylation of Indoles DOI
Clarice A. D. Caiuby, Lucas Vidal, Antonio C. B. Burtoloso

и другие.

ChemCatChem, Год журнала: 2023, Номер 15(7)

Опубликована: Фев. 7, 2023

Abstract The study of the reactivity cyclic sulfoxonium ylides has been so far neglected, in particular for reactions that forms carbon‐carbon bond at ylide carbon atom. Herein, we describe synthesis by palladium‐catalyzed intramolecular arylation and these C3‐alkylation indoles presence either an acid catalyst or iridium catalyst. This revealed catalysis is only efficient which tether a six‐membered lactone, whereas was better suited to reaction five‐membered ring ketone lactone. observed chemospecificity might be due relative basicity under steric hindrance around carbene intermediate when conducted with

Язык: Английский

Процитировано

10
The α-alkylation of carbonyl sulfoxonium ylides: studies and applications in the synthesis of new sulfur heterocycles DOI
Matheus Pereira de Jesus, Radell Echemendía, Antonio C. B. Burtoloso

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(14), С. 3577 - 3584

Опубликована: Янв. 1, 2023

α-Alkylation of carbonyl sulfoxonium ylides.

Язык: Английский

Процитировано

9
Formal Intermolecular [4+1] Cycloaddition Reaction of in situ generated ortho-quinomethanes with CF3-Imidoyl Sulfoxonium Ylides and Dual Double Bond Isomerization Cascade: Synthesis of Trifluoromethyl-Containing Benzofuran Derivatives DOI
Yin Wei, Chao Lin, Bo Li

и другие.

Tetrahedron, Год журнала: 2025, Номер unknown, С. 134454 - 134454

Опубликована: Янв. 1, 2025

Язык: Английский

Процитировано

0
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

и другие.

Molecules, Год журнала: 2025, Номер 30(1), С. 183 - 183

Опубликована: Янв. 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.

Язык: Английский

Процитировано

0