Ru(II)-Catalyzed One-Pot Synthesis of 1,2-Hydropyridines via a Three-Component Reaction DOI
Juntao Yang, Bingxian Liu, Junbiao Chang

и другие.

Organic Letters, Год журнала: 2023, Номер 25(9), С. 1476 - 1480

Опубликована: Март 1, 2023

A ruthenium(II)-catalyzed one-pot synthesis of highly substituted 1,2-dihydropyridines (DHPs) via a three-component reaction system has been realized. The is conducted using simple Ru(II) catalyst without the addition specific ligands. catalytic exhibits good functionality tolerance with wide range starting materials. DHPs obtained can be easily converted into tetrahydropyridines and azabicyclo[4.2.0]octa-4,7-dienes by subsequent reduction or [2 + 2] cycloaddition reaction.

Язык: Английский

Research on catalytic application of Fe3O4@AAPA-AP-CuCl2 nanocomposite: First nanomagnetic copper catalyst for preparation of aryl nitriles from aldehydes DOI
Ali Noory Fajer, Hussein Ali Al‐Bahrani,

Abud Amir Hussan Kadhum

и другие.

Journal of Molecular Structure, Год журнала: 2023, Номер 1296, С. 136800 - 136800

Опубликована: Окт. 11, 2023

Язык: Английский

Процитировано

23

“In-Water” Three-Component One-Pot Reaction for the Facile Synthesis of Densely Functionalized 2,3-Dihydro-1H-pyrrol-2-ols and Mechanistic Insight DOI

Saigal Saigal,

Nallakantham Sudheer,

Subash C. Sahoo

и другие.

ACS Sustainable Chemistry & Engineering, Год журнала: 2024, Номер 12(35), С. 13336 - 13351

Опубликована: Авг. 22, 2024

An environmentally friendly multicomponent reaction strategy for the synthesis of functionally rich all-carbon substituted 2,3-dihydro-1H-pyrrol-2-ols "in-water" at room temperature has been reported. Water plays an indispensable role in presence readily available catalytic surfactants sodium dioctylsulfosuccinate and dodecyl sulfate to effectuate transformation, as proved by inferior results obtained organic solvents. A wide display substrate scope functional group compatibility permits diversity generation a mild operationally simple fashion. High product yields, fast rate, recoverability/recyclability catalysts, high TON/TOF, ease purification final products filtration, AE values, excellent E-factor count with score low possible highlight "greenness" this approach. Feasibility "gram-scale" synthetic elaboration offer notable advantages. The mechanistic understanding intercepting labile "imine" intermediate realized through sequence imine formation Mannich-type followed intramolecular N-cyclization.

Язык: Английский

Процитировано

3

Asymmetric [5+1] Annulation via C–H Activation/1,4-Rh Migration/Double Bond Shift Using a Transformable Pyridazine Directing Group DOI

Man Zhu,

Yuyao Zhao,

Xingwei Li

и другие.

Organic Letters, Год журнала: 2023, Номер 25(11), С. 1839 - 1844

Опубликована: Март 13, 2023

N-Heterocycle-assisted C-H activation/annulation reactions have provided new concepts for the construction and transformation of azacycles. In this work, we disclose a [5+1] annulation reaction using novel transformable pyridazine directing group (DG). The DG-transformable mode led to heterocyclic ring accompanied by original via activation/1,4-Rh migration/double bond shift pathway, affording skeleton pyridazino[6,1-b]quinazolines with good substrate scope under mild conditions. Diverse fused cyclic compounds can be achieved derivatization product. asymmetric synthesis was also realized afford enantiomeric products stereoselectivity.

Язык: Английский

Процитировано

5

Research on the catalytic activity of MNP-[Dop-OH]-CuBr2 nanocomposites: novel and stable reusable nanocatalysts for the synthesis of 1,3,5-triazine derivatives DOI Creative Commons

Shouchun Feng,

Jinwang Tan,

Yufan Ma

и другие.

RSC Advances, Год журнала: 2023, Номер 13(24), С. 16078 - 16090

Опубликована: Янв. 1, 2023

In recent years, magnetic nanocatalysts have been recommended as one of the best catalysts by chemists. Among nanoparticles, Fe3O4 nanoparticles are highly suitable due to their properties, chemical stability and low toxicity. These can be separated via separation after process is over reused regeneration. Owing importance 1,3,5-triazine derivatives in pharmaceutical medicinal chemistry, synthesis these compounds always important goals organic this research work, we first successfully synthesized CuBr2 immobilized on functionalized with Dop-OH (prepared reaction MNP-dopamine 2-phenyloxirane) nanocomposites then investigated catalytic application an oxidative coupling amidine hydrochlorides alcohols air. Recycling experiments clearly revealed that MNP-[Dop-OH]-CuBr2 could for at least 8 times without much loss activity.

Язык: Английский

Процитировано

3

Construction of Nitrogen Spirocycles in a Tandem Co(III)‐catalyzed C−H Activation/Dipolar Cycloaddition Reaction DOI
Jakub Brześkiewicz, Rafał Loska

Advanced Synthesis & Catalysis, Год журнала: 2023, Номер 365(23), С. 4241 - 4247

Опубликована: Окт. 30, 2023

Abstract Complex spirocyclic isoindolines and pyrrolidines are formed in a tandem process involving Co(III)‐catalyzed dienylation of cyclic C‐aryl nitrones with 2,3‐butadien‐1‐ol carbonates, followed by intramolecular 1,3‐dipolar cycloaddition. The nitrone moiety serves both as directing group for the C(aryl)−H activation dipole cycloaddition step. High regioselectivity fused vs. bridged product can be obtained adjusting reaction temperature. Reactions substituted allenic substrates provide heterocycles additional stereocenters usually complete diastereoselectivity. products were readily transformed further into other complex nitrogen‐containing systems.

Язык: Английский

Процитировано

3

Dirhodium-Catalyzed Transannulation ofN-Sulfonyl-1,2,3-triazoles to 2,3-Dehydropiperazines DOI
Michael J. Nutt,

Jack W. Annear,

Kieran D. Jones

и другие.

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(16), С. 11968 - 11979

Опубликована: Июль 31, 2023

The dirhodium(II)-catalyzed synthesis of a range C2-substituted 2,3-dehydropiperazines using 1-mesyl-1,2,3-triazoles and β-haloalkylcarbamates is reported. reaction proposed to proceed through an α-imino rhodium carbene 1,3-insertion into N-H followed by base-mediated cyclization. C-Substituted dehydropiperazines can also be conducted directly from terminal alkynes in three-step, one-pot operation, forming the triazole situ. This methodology has been expanded afford several 2,5-disubstituted as well larger 4,5,6,7-tetrahydro-1H-1,4-diazepine derivative.

Язык: Английский

Процитировано

2

Advances in Selected Heterocyclization Methods DOI
Vladimir Gevorgyan, Mónica Rivas

Synlett, Год журнала: 2023, Номер 34(13), С. 1554 - 1562

Опубликована: Март 10, 2023

Abstract This Account summarizes efforts in our group toward synthesis of heterocycles the past decade. Selected examples transannulative heterocyclizations, intermediate construction reactive compounds en route to these important motifs, and newer developments a radical approach are outlined. 1 Introduction 2 Transannulative Heterocyclization 2.1 Rhodium-Catalyzed 2.2 Copper-Catalyzed 3 Synthesis Heterocycles from Reactive Precursors 3.1 Diazo Compounds 3.2 Alkynones 4 Radical 4.1 Light-Induced 4.2 Light-Free 7 Conclusion

Язык: Английский

Процитировано

1

Recent Breakthroughs in Ring-Opening Annulation Reactions of Aziridines DOI
Deepak Ranjan Mishra, Nilima Priyadarsini Mishra

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Дек. 27, 2024

Aziridine is a fascinating core which enables synthesis of diverse N-heterocycles comprising natural product analogs and pharmaceutical candidates.

Язык: Английский

Процитировано

0

Synthesis of 2,4‐dihydrochromeno[3,4‐d][1,2,3]triazoles and 5‐(2H‐chromen‐3‐yl)‐1H‐tetrazoles via regioselective 1,3‐dipolar cycloaddition of 2H‐chromene‐3‐carbonitriles with NaN3 DOI
Deepak Ranjan Mishra, Bhabani Shankar Panda, Mohammed Ansar Ahemad

и другие.

ChemistrySelect, Год журнала: 2022, Номер 7(46)

Опубликована: Дек. 8, 2022

Abstract Conjugated cyano cyclo‐olefins modified as highly regioselective dipolarophiles in 1,3‐dipolar cycloaddition with NaN 3 to synthesize corresponding fused 1,2,3‐triazole and 1 H ‐tetrazole derivatives. The first example of catalytic 2 ‐chromene‐3‐carbonitriles subsequent elimination/cyclization functionality is designated. In presence amount p ‐TSA or AgNO , react discretely producing 2,4‐dihydrochromeno[3,4‐d][1,2,3]triazoles 5‐(2 ‐chromen‐3‐yl)‐1 ‐tetrazoles respectively, good excellent yields (i. e. 51–88 % 85–97 %) high regioselectivity wide substrate scope adequacy.

Язык: Английский

Процитировано

2

Ru(II)-Catalyzed One-Pot Synthesis of 1,2-Hydropyridines via a Three-Component Reaction DOI
Juntao Yang, Bingxian Liu, Junbiao Chang

и другие.

Organic Letters, Год журнала: 2023, Номер 25(9), С. 1476 - 1480

Опубликована: Март 1, 2023

A ruthenium(II)-catalyzed one-pot synthesis of highly substituted 1,2-dihydropyridines (DHPs) via a three-component reaction system has been realized. The is conducted using simple Ru(II) catalyst without the addition specific ligands. catalytic exhibits good functionality tolerance with wide range starting materials. DHPs obtained can be easily converted into tetrahydropyridines and azabicyclo[4.2.0]octa-4,7-dienes by subsequent reduction or [2 + 2] cycloaddition reaction.

Язык: Английский

Процитировано

0