Synthesis and Characterization of Magnetized Di(Pyridin-2-Yl)Amine-Copper (II) Complex and Its Catalytic Applications in Synthesis of Ynones and Amides DOI
Saade Abdalkareem Jasim, Ali Thaeer Hammid, Walid Kamal Abdelbasset

и другие.

Polycyclic aromatic compounds, Год журнала: 2022, Номер 43(7), С. 6261 - 6276

Опубликована: Авг. 26, 2022

Copper (II) complex immobilized on the surface of silica-coated magnetic nanoparticles functionalized with di(pyridin-2-yl)amine (Fe3O4@SiO2-di(pyridin-2-yl)amine-Cu(II)) was successfully fabricated and characterized by various analyses including FT-IR, SEM, TEM, EDX, TGA, XRD, VSM, AAS ICP-OES techniques. The catalytic behavior Fe3O4@SiO2-di(pyridin-2-yl)amine-Cu(II) nanocomposite investigated in synthesis ynones amides. Furthermore, heterogeneous catalyst can be easily recovered external magnet reused for 8 cycles without significant loss activity. results clearly exhibit advantages present methodology, namely low loading, high product yield, experimental simplicity, broad substrate scope short reaction times.

Язык: Английский

Iron‐Catalyzed Silylation and Spirocyclization of Biaryl‐Ynones: A Radical Cascade Process toward Silylated Spiro[5.5]trienones DOI
Fei Chen, Zheng Yang, Hao Yang

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2022, Номер 364(9), С. 1537 - 1542

Опубликована: Март 11, 2022

Abstract Iron‐catalyzed cascade silyl radical addition/6‐ exo ‐trig cyclization/dearomatization of biaryl ynones has been developed. This approach uses silane as the precursor well silylation reagent, 1,10‐phenanthroline ligand, and tert ‐butyl hydroperoxide (TBHP) oxidant. By employing this tandem process, a series silylated spiro[5.5]trienones were prepared. magnified image

Язык: Английский

Процитировано

32

Photo-induced spirocyclization of biaryl ynones with ammonium thiocyanate: access to thiocyanate-featured spiro[5,5]trienones DOI
Shiliu Chen,

Qinqin Yan,

Jie Fan

и другие.

Green Chemistry, Год журнала: 2022, Номер 25(1), С. 153 - 160

Опубликована: Ноя. 25, 2022

Photo-promoted cascade 6-exo-trig spirocyclization of biaryl ynones with NH 4 SCN was developed for the preparation various SCN-containing spiro[5,5]trienones.

Язык: Английский

Процитировано

29

Synthesis of Seleno-Dibenzocycloheptenones/Spiro[5.5]Trienones by Radical Cyclization of Biaryl Ynones DOI
Helen A. Goulart, Ricardo H. Bartz, Thiago J. Peglow

и другие.

The Journal of Organic Chemistry, Год журнала: 2022, Номер 87(6), С. 4273 - 4283

Опубликована: Март 4, 2022

We report herein an alternative method for the synthesis of seleno-dibenzocycloheptenones and seleno-spiro[5.5]trienones through radical cyclization biaryl ynones in presence diorganyl diselenides, using Oxone as a green oxidizing agent. The reactions were conducted acetonitrile solvent sealed tube at 100 °C. protocol is operationally simple scalable, exhibits high regioselectivity, allows 24 dibenzocycloheptenones/spiro[5.5]trienones yields up to 99%, 17 which are unpublished compounds. Additionally, synthetic transformations prepared compounds, such oxidation reduction reactions, demonstrated.

Язык: Английский

Процитировано

27

Visible light-induced selenylative spirocyclization of biaryl ynones toward the formation of selenated spiro[5.5]trienones DOI
Zhichao Chen,

Xinran Zheng,

Shu‐Feng Zhou

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2022, Номер 20(29), С. 5779 - 5783

Опубликована: Янв. 1, 2022

A visible-light induced dearomative cascade cyclization of biaryl ynones with diselenides under photocatalyst and external additive-free conditions has been explored, giving a series selenated spiro[5.5]trienones in moderate to good yields.

Язык: Английский

Процитировано

27

ipso-Cyclization of unactivated biaryl ynones leading to thio-functionalized spirocyclic enones DOI
Chada Raji Reddy,

Uprety Ajaykumar,

Amol D. Patil

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(31), С. 6379 - 6388

Опубликована: Янв. 1, 2023

Dearomative ipso -annulation of unactivated biaryl ynones using AgSCN/AgSCF 3 as the radical source in presence CAN DMSO is disclosed.

Язык: Английский

Процитировано

17

Nitro-Spirocyclization of Biaryl Ynones with tert-Butyl Nitrite: Access to NO2-Substituted Spiro[5,5]trienones DOI
Yang Li, Li‐Jun Li,

Changyou Guo

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(7), С. 4854 - 4862

Опубликована: Март 22, 2023

A metal/peroxide-free involved simple cascade 6-exo-trig spirocyclization of tert-butyl nitrite with biaryl ynones has been finished, which resulted in various NO2-modified spiro[5,5]trienones good regioselectivity/yields. variety scaled-up experiments, reduction/epoxidation operations, and mechanistic studies were performed to verify the merits process this radical system. Finally, structure spirocycles was confirmed by single-crystal X-ray diffraction.

Язык: Английский

Процитировано

15

Dearomatization of Biaryls through Polarity Mismatched Radical Spirocyclization DOI
Carlos R. Azpilcueta‐Nicolas, Derek Meng, Simon Edelmann

и другие.

Angewandte Chemie International Edition, Год журнала: 2022, Номер 62(6)

Опубликована: Дек. 1, 2022

Dearomatization reactions involving radical cyclizations can facilitate the synthesis of complex polycyclic systems that find applications in medicinal chemistry and natural product synthesis. Here we employ redox-neutral photocatalysis to affect a spirocyclization transforms biaryls into spirocyclic cyclohexadienones under mild reaction conditions. In departure from previously reported methods, our work demonstrates polarity mismatched addition nucleophilic an electron rich arene, allows regioselective 2,4- or 2,5-cyclohexadienones with broad functional group tolerance. By transforming spirocycles, methodology accesses underexplored three-dimensional chemical space, provides efficient means creating quaternary spirocenters apply first cytotoxic plant metabolite denobilone A.

Язык: Английский

Процитировано

20

Regioselective synthesis of N-containing polycyclic compounds via radical annulation cyclization of 1,7-dienes with aldehydes DOI

Jia-Li Sui,

Long‐Jin Zhong, Biquan Xiong

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(36), С. 4834 - 4837

Опубликована: Янв. 1, 2024

A convenient method for oxidant-promoted radical cascade acylation or decarbonylative alkylation of 1,7-dienes with aldehydes the construction tetracyclic N-containing skeletons has been established.

Язык: Английский

Процитировано

5

Copper(ii)-catalyzed oxidative ipso-annulation of N-arylpropiolamides and biaryl ynones with 1,3-diketones: construction of diketoalkyl spiro-trienones DOI
Chada Raji Reddy, Dattahari H. Kolgave,

Uprety Ajaykumar

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2022, Номер 20(34), С. 6879 - 6889

Опубликована: Янв. 1, 2022

An unprecedented copper-catalyzed ipso-annulation reaction of N-(p-methoxyaryl)propiolamides with 1,3-diketones has been developed, which enables the assembly diketoalkylated spiro[4.5]trienones involving oxidative dearomatization in presence ammonium persulfate [(NH4)2S2O8] as oxidant. This protocol was extended to biaryl ynones, efficiently affording spiro[5.5]trienones good yields. The significance diketoalkyl functionality illustrated by further transformation into 3-pyrazoyl spiro-trienone, a structurally unique motif.

Язык: Английский

Процитировано

19

Recent Advances in Non-Precious Metal Catalysis DOI
Hao Wu, Bo Qu, Thach T. Nguyen

и другие.

Organic Process Research & Development, Год журнала: 2022, Номер 26(8), С. 2281 - 2310

Опубликована: Авг. 2, 2022

This review provides a summary of recently published developments in the field nonprecious metal catalysis (NPMC) and highlights range synthetic applications captured research between July October 2021. is an installment series on this area briefing Ni, Cu, Fe, Co catalysis. There has been evident increase publications NPMC, which indicates widespread interest among laboratories academia industry development utilization catalytic these metals.

Язык: Английский

Процитировано

18