Synthesis of N-Aryl-4-trifluoromethylthiazol-2-amines via Insertion/Annulation of Trifluoromethylimidoyl Sulfoxonium Ylides with Sodium Thiocyanate DOI

Yuhao Ding,

Yaopeng Liu,

Jin Ge

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(17), С. 12255 - 12262

Опубликована: Авг. 16, 2024

An efficient p-TsOH-mediated insertion of sodium thiocyanate into trifluoromethylimidoyl sulfoxonium ylides has been reported, affording annulated N-aryl-4-trifluoromethylthiazol-2-amines in 42–84% yields a one-pot manner. This protocol encompasses variety with serving as the source "S–C═N" moiety thiazole ring. The versatile transformations resulting pharmacologically important were also demonstrated.

Язык: Английский

Recent advances in the synthesis of trifluoromethyl-containing heterocyclic compounds via trifluoromethyl building blocks DOI

Yaopeng Liu,

Qingyu Tian,

Jin Ge

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(31), С. 6246 - 6276

Опубликована: Янв. 1, 2024

Recent advances in the preparation of trifluoromethyl-containing heterocyclics via trifluoromethyl building block strategies over period from 2019 to present are systematically summarized and discussed.

Язык: Английский

Процитировано

11

Rhodium(III)-Catalyzed Coupling of Quinolin-8-carboxaldehydes with CF3–Imidoyl Sulfoxonium Ylides by Chelation-Assisted C(sp2)-H Bond Activation for the Synthesis of Trifluoromethyl-Substituted Enaminones DOI

Pinyi Li,

Zuguang Yang,

Zhengkai Chen

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(15), С. 10736 - 10747

Опубликована: Июль 18, 2024

A rhodium(III)-catalyzed aldehydic C(sp

Язык: Английский

Процитировано

6

Synthesis of Spiro 3,3′-Cyclopropyl Oxindoles via Cyclopropanation of 3-Alkenyl-oxindoles with CF3-Imidoyl Sulfoxonium Ylides DOI
Chen Li, Yu Zhang, Zhengkai Chen

и другие.

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

Опубликована: Март 4, 2025

A catalyst and additive-free [2+1] annulation of 3-alkenyl-oxindoles with CF3-imidoyl sulfoxonium ylides (TFISYs) for the construction spiro 3,3'-cyclopropyl oxindoles has been achieved. cascade intermolecular Micheal-addition reaction intramolecular nucleophilic substitution sequence might be involved in transformation, which afforded a wide range multisubstituted oxindole products high efficiency diastereoselectivity.

Язык: Английский

Процитировано

0

Nitrogen-Based Organofluorine Functional Molecules: Synthesis and Applications DOI
Shuai Liu, Jun Zhou, Lu Yu

и другие.

Chemical Reviews, Год журнала: 2025, Номер unknown

Опубликована: Апрель 22, 2025

Fluorine and nitrogen form a successful partnership in organic synthesis, medicinal chemistry, material sciences. Although fluorine-nitrogen chemistry has long rich history, this field received increasing interest made remarkable progress over the past two decades, driven by recent advancements transition metal organocatalysis photochemistry. This review, emphasizing contributions from 2015 to 2023, aims update state of art synthesis applications nitrogen-based organofluorine functional molecules chemistry. In dedicated sections, we first focus on fluorine-containing reagents organized according type groups attached nitrogen, including N-F, N-RF, N-SRF, N-ORF. review also covers nitrogen-linked building blocks, catalysts, pharmaceuticals, agrochemicals, underlining these components' broad applicability growing importance modern

Язык: Английский

Процитировано

0

Base‐Mediated Cascade Reaction of CF3‐Imidoyl Sulfoxonium Ylides and Diimides for the Synthesis of Functionalized Amidines DOI

Sihao Ling,

Qihua Chen, Zhengkai Chen

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер unknown

Опубликована: Окт. 7, 2024

Abstract A base‐mediated cascade reaction of CF 3 ‐imidoyl sulfoxonium ylides (TFISYs) and diimides has been developed for the preparation functionalized amidines. In transformation, a nucleophilic addition subsequent [2,3]‐sigmatropic rearrangement ylide occur to enable an intramolecular migration dimethyl sulfoxide (DMSO). The unexpected result protocol demonstrates chameleonic reactivity TFISYs.

Язык: Английский

Процитировано

1

Synthesis of N-Aryl-4-trifluoromethylthiazol-2-amines via Insertion/Annulation of Trifluoromethylimidoyl Sulfoxonium Ylides with Sodium Thiocyanate DOI

Yuhao Ding,

Yaopeng Liu,

Jin Ge

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(17), С. 12255 - 12262

Опубликована: Авг. 16, 2024

An efficient p-TsOH-mediated insertion of sodium thiocyanate into trifluoromethylimidoyl sulfoxonium ylides has been reported, affording annulated N-aryl-4-trifluoromethylthiazol-2-amines in 42–84% yields a one-pot manner. This protocol encompasses variety with serving as the source "S–C═N" moiety thiazole ring. The versatile transformations resulting pharmacologically important were also demonstrated.

Язык: Английский

Процитировано

0