Ring-expansion reaction for the synthesis of 2-(trifluoromethyl)oxazoles and 3-(trifluoromethyl)-1,2,4-triazines DOI

Yun Teng,

Tingyu Fang,

Zitong Lin

и другие.

Tetrahedron Letters, Год журнала: 2022, Номер 107, С. 154100 - 154100

Опубликована: Авг. 25, 2022

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

12

Recent developments and perspectives in the copper-catalyzed multicomponent synthesis of heterocycles DOI Creative Commons

Jaleel Fairoosa,

Mohan Neetha, Gopinathan Anilkumar

и другие.

RSC Advances, Год журнала: 2021, Номер 11(6), С. 3452 - 3469

Опубликована: Янв. 1, 2021

Heterocycles are abundant in several pharmaceutical and naturally occurring compounds. Copper-catalyzed multicomponent reactions a convenient method for easy access to heterocycles. In this review, we focus on the advancement field past two years.

Язык: Английский

Процитировано

55

Efficient Cycloaddition of CO2 and Aziridines Activated by a Quadruple-Interpenetrated Indium–Organic Framework as a Recyclable Catalyst DOI

Xuerui Tian,

Ying Shi, Sheng‐Li Hou

и другие.

Inorganic Chemistry, Год журнала: 2021, Номер 60(20), С. 15383 - 15389

Опубликована: Сен. 30, 2021

On the basis of global warming effect, it is great significance to convert CO2 into high value-added products oxazolidinones, but investigations on main-group-based metal-organic frameworks (MOFs) as heterogeneous catalysts still have not been reported so far. In this work, a quadruple-interpenetrated porous indium-based MOF, {[NH2(CH3)2][In(CPT)2]·3CH3CN·3DMA}n (1), constructed from organic ligand 3,5-bis(4'-carboxyphenyl)-1,2,4-triazole through solvothermal reactions, and N2 adsorption proves that framework has Brunauer-Emmett-Teller surface areas with 2024 m2/g. The catalytic research conversion reveals compound 1 reactivity for cycloaddition aziridines, product 3-ethyl-5-phenyloxazolidin-2-one can be obtained yield 99% under mild conditions. addition, exhibits excellent activity different kinds substrates reused at least five cycles without any significant deactivation, suggesting potential candidate chemical aziridines. Mechanistic explorations indicate efficiency attributed indium center in Lewis acid site, large porosity enrich substrates. Importantly, behaved first main-group MOF-based catalyst coupling reaction

Язык: Английский

Процитировано

46

Diverse catalytic systems for nitrogen-heterocycle formation from O-acyl ketoximes DOI Open Access
Zhonghua Qu,

Tong Tian,

Guo‐Jun Deng

и другие.

Chinese Chemical Letters, Год журнала: 2022, Номер 34(1), С. 107565 - 107565

Опубликована: Май 28, 2022

Язык: Английский

Процитировано

30

Recent advances in the synthesis of fluoroalkylated compounds using fluoroalkyl anhydrides DOI
Wei Wu,

Yi You,

Zhiqiang Weng

и другие.

Chinese Chemical Letters, Год журнала: 2022, Номер 33(10), С. 4517 - 4530

Опубликована: Янв. 21, 2022

Язык: Английский

Процитировано

29

Copper-Catalyzed Formal [3 + 3] Annulations of Arylketoximes and o-Fluorobenzaldehydes: An Entry to Quinoline Compounds DOI
Zhenhua Xu, Hongbiao Chen, Guo‐Jun Deng

и другие.

Organic Letters, Год журнала: 2021, Номер 23(3), С. 936 - 942

Опубликована: Янв. 14, 2021

A copper-based catalytic system has been developed to enable efficient cyclization of ketoxime acetates with o-fluorobenzaldehydes. This protocol offers an method for the synthesis substituted quinoline derivatives a broad range compatible functionalities. The present also provides rapid access synthetically and pharmaceutically useful quinoline-fused polycycles such as benzo[c]acridines.

Язык: Английский

Процитировано

35

Copper(0)/PPh3-Mediated Bisheteroannulations of o-Nitroalkynes with Methylketoximes Accessing Pyrazo-Fused Pseudoindoxyls DOI

Huanxin Meng,

Zhenhua Xu, Zhonghua Qu

и другие.

Organic Letters, Год журнала: 2020, Номер 22(15), С. 6117 - 6121

Опубликована: Июль 20, 2020

A copper(0)/PPh3-mediated cascade bisheteroannulation reaction of o-nitroalkynes with methylketoximes has been developed that provides viable access to a diverse range pyrazo-fused pseudoindoxyl compounds. Synthetically useful functional groups including sensitive C-I bonds are compatible this system. Mechanistic studies suggest involving sequential PPh3-mediated deoxygenative cycloisomerization and copper-catalyzed [3 + 2] pyrazo-annulation.

Язык: Английский

Процитировано

38

Copper-Catalyzed Annulation of Oxime Acetates with α-Amino Acid Ester Derivatives: Synthesis of 3-Sulfonamido/Imino 4-Pyrrolin-2-ones DOI
Chun‐Bao Miao,

Anqi Zheng,

Lijin Zhou

и другие.

Organic Letters, Год журнала: 2020, Номер 22(9), С. 3381 - 3385

Опубликована: Апрель 13, 2020

A copper-catalyzed annulation of oxime acetates and α-amino acid ester derivatives for the easy preparation 4-pyrrolin-2-ones bearing a 3-amino group has been developed. This process features oxidation amines with esters as internal oxidant to produce active 1,3-dinucleophilic 1,2-dielectrophilic species concurrently. The subsequent nucleophilic cyclization realizes efficient construction 4-pyrrolin-2-one derivatives.

Язык: Английский

Процитировано

37

Scissoring Enaminone C═C Double Bond by Free Radical Process for the Synthesis of α-Trifluoromethyl Ketones with CF3SO2Na DOI
Lu Gan, Qing Yu, Yunyun Liu

и другие.

The Journal of Organic Chemistry, Год журнала: 2020, Номер 86(1), С. 1231 - 1237

Опубликована: Дек. 8, 2020

The C═C double bond cleavage on tertiary enaminones, enabling the formation of a new C–CF3 bond, has been realized as practical method for synthesis α-trifluoromethyl ketones with only promotion TBHP and ambient heating. Control experiments support that reactions proceed via featured free radical process. deuterium labeling experiment employing D2O indicates water participated in product by donating hydrogen atom newly generated α-C–H product.

Язык: Английский

Процитировано

36

Regiodivergent Synthesis of 4‐ and 5‐Sulfenyl Oxazoles from Alkynyl Thioethers DOI Creative Commons
Sekar Prakash, Aniket Gupta, Laura E. English

и другие.

Chemistry - A European Journal, Год журнала: 2024, Номер 30(40)

Опубликована: Май 14, 2024

The regiodivergent synthesis of 4- and 5-sulfenyl oxazoles from 1,4,2-dioxazoles alkynyl thioethers has been achieved. Gold-catalysed conditions are used to favour the formation via β-selective attack nitrenoid relative sulfenyl group. In contrast, 4-sulfenyl formed by α-selective reaction under Brønsted acid same substrates. nature stabilising gold-sulfur interactions have investigated natural bond orbital analysis, showing that S→Au significantly stronger in intermediate favours oxazoles. A kinetic survey identifies catalyst inhibition processes. This study into methods includes development telescoped annulation-oxidation protocols for regioselective access oxazole sulfoxides sulfones.

Язык: Английский

Процитировано

3