An efficient [4+3] cycloaddition reaction of aza-o-quinodimethanes with C,N-cyclic azomethine imines: stereoselective synthesis of 1,2,4-triazepines

RSC Advances ◽  
2015 ◽  
Vol 5 (94) ◽  
pp. 76696-76699 ◽  
Author(s):  
L. Chen ◽  
G. M. Yang ◽  
J. Wang ◽  
Q. F. Jia ◽  
J. Wei ◽  
...  
Keyword(s):  
Stereoselective Synthesis ◽  
Cycloaddition Reaction ◽  
Azomethine Imines

An efficient [4+3] cycloaddition reaction of in situ generated aza-o-quinodimethanes with C,N-cyclic azomethine imines has been developed.

scholarly journals Eosin Y-Catalyzed Visible-Light-Mediated Aerobic Transformation of Pyrazolidine-3-One Derivatives

Catalysts ◽  
2020 ◽  
Vol 10 (9) ◽  
pp. 981
Author(s):  
Nejc Petek ◽  
Uroš Grošelj ◽  
Jurij Svete ◽  
Franc Požgan ◽  
Drago Kočar ◽  
...  
Keyword(s):  
Visible Light ◽  
Aerobic Oxidation ◽  
Cycloaddition Reaction ◽  
Eosin Y ◽  
Reaction Conditions ◽  
Azomethine Imines

By utilizing an underexplored reactivity of N1-substituted pyrazolidine-3-ones, we developed a visible-light-induced aerobic oxidation of N1-substituted pyrazolidine-3-one derivatives yielding the corresponding azomethine imines. The resulting azomethine imines can be further reacted with ynones in situ under copper catalyzed [3 + 2] cycloaddition reaction conditions yielding the corresponding pyrazolo[1,2-a]pyrazoles in good yields. The methodology can be extended to other 1-aryl-substituted pyrazolidinones which undergo endocyclic oxidation deriving the corresponding pyrazolones as single products.

In situ 1,3-dipolar azide cycloaddition reaction: synthesis of functionalized d-glucose based chiral piperidine and oxazepine analogues

Tetrahedron ◽  
2004 ◽  
Vol 60 (23) ◽  
pp. 4959-4965 ◽  
Author(s):  
Subhankar Tripathi ◽  
Kaushik Singha ◽  
Basudeb Achari ◽  
Sukhendu B Mandal
Keyword(s):  
Cycloaddition Reaction ◽  
Reaction Synthesis

Phosphine-catalyzed [4 + 3] cycloaddition reaction of aromatic azomethine imines with allenoates

RSC Advances ◽  
2015 ◽  
Vol 5 (43) ◽  
pp. 34481-34485 ◽  
Author(s):  
Zhen Li ◽  
Hao Yu ◽  
Yalin Feng ◽  
Zhanfeng Hou ◽  
Lei Zhang ◽  
...  
Keyword(s):  
Heterocyclic Compounds ◽  
Cycloaddition Reaction ◽  
Azomethine Imines

An efficient phosphine-catalyzed [4 + 3] cycloaddition of aromatic azomethine imines with allenoates has been developed, providing dinitrogen-fused heterocyclic compounds in moderate to excellent yields.

Regio- and Stereoselective Synthesis of Spiro-heterocycles Bearing the Pyrazole Scaffold via [3+2] Cycloaddition Reaction

2021 ◽  
pp. 131711
Author(s):  
Mohammad Shahidul Islam ◽  
Matti Haukka ◽  
Saied M. Soliman ◽  
Abdullah Mohammed Al-Majid ◽  
A.F.M.Motiur Rahman ◽  
...  
Keyword(s):  
Stereoselective Synthesis ◽  
Cycloaddition Reaction

scholarly journals Green ultrasound-assisted three-component click synthesis of novel 1H-1,2,3-triazole carrying benzothiazoles and fluorinated-1,2,4-triazole conjugates and their antimicrobial evaluation

2017 ◽  
Vol 67 (3) ◽  
pp. 309-324 ◽  
Author(s):  
Nadjet Rezki ◽  
Mohamed Reda Aouad
Keyword(s):  
Antimicrobial Activity ◽  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Terminal Alkynes ◽  
One Pot ◽  
Alkyl Aryl ◽  
Antimicrobial Evaluation ◽  
Ultrasound Assisted ◽  
Click Synthesis

AbstractThe present study describes an efficient and ecofriendly, ultrasound, one-pot click cycloaddition approach for the construction of a novel series of 1,4-disubstituted-1,2,3-triazoles tethered with fluorinated 1,2,4-triazole-benzothiazole molecular conjugates. It involved three-component condensation of the appropriate bromoacetamide benzothiazole, sodium azide and 4-alkyl/aryl-5-(2-fluorophenyl)-3-(prop-2-ynylthio)-1,2,4-triazoles4a-ethrough a Cu(I)-catalyzed 1,3-dipolar cycloaddition reaction. This approach involvesin situgeneration of azidoacetamide benzothiazole, followed by condensation with terminal alkynes in the presence of CuSO4/Na-ascorbate in aqueous DMSO under both conventional and ultrasound conditions. Some of the designed 1,2,3-triazole conjugates6a-owere recognized for their antimicrobial activity against some bacterial and fungal pathogenic strains.

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