Catalyst‐Free One‐Pot Regioselective Synthesis of Spiropyrrolizines Using 1,3‐Dipolar Cycloaddition Reaction

2019 ◽  
Vol 4 (24) ◽  
pp. 7200-7203
Author(s):  
Shruti Gupta ◽  
Jitender M. Khurana
Keyword(s):  
Cycloaddition Reaction ◽  
Regioselective Synthesis ◽  
Dipolar Cycloaddition ◽  
One Pot ◽  
Catalyst Free

An efficient one pot regioselective synthesis of a 3,3′-spiro-phosphonylpyrazole-oxindole framework via base mediated [1,3]-dipolar cycloaddition reaction of the Bestmann–Ohira reagent with methyleneindolinones

2015 ◽  
Vol 13 (32) ◽  
pp. 8669-8675 ◽  
Author(s):  
Anil M. Shelke ◽  
Gurunath Suryavanshi
Keyword(s):  
Cycloaddition Reaction ◽  
Regioselective Synthesis ◽  
Dipolar Cycloaddition ◽  
One Pot

A one pot, highly regioselective synthesis of 3,3′-spiro-phosphonylpyrazole-oxindole by 1,3-dipolar cycloaddition of the Bestmann–Ohira reagent (BOR) & methyleneindolinones has been developed.

A convenient regioselective synthesis of spirooxindolinopyrrolizidines incorporating the pyrene moiety through a [3 + 2]-cycloaddition reaction

2017 ◽  
Vol 23 (5) ◽  
Author(s):  
Essam M. Hussein ◽  
Saleh A. Ahmed ◽  
Ismail I. Althagafi
Keyword(s):  
Cycloaddition Reaction ◽  
Regioselective Synthesis ◽  
Dipolar Cycloaddition ◽  
One Pot ◽  
One Pot Synthesis

AbstractA facile one-pot synthesis of spirooxindolinopyrrolizidines incorporating the pyrene moiety was accomplished in good yields through a 1,3-dipolar cycloaddition reaction of 3-aryl-1-(pyren-1-yl)prop-2-en-1-one derivatives with

One-Pot Catalyst-Free Domino Condensation/Intramolecular 1,3-Dipolar Cycloaddition: Highly Stereoselective Access to Phosphadihydrocoumarin-Fused N,N-Bicyclic Pyrazolidin-3-ones

Synthesis ◽  
2017 ◽  
Vol 50 (01) ◽  
pp. 139-145 ◽  
Author(s):  
Mingshu Wu ◽  
Jie Jiang ◽  
Zhongxiang Zhu ◽  
Qinghe Wang ◽  
Dulin Kong
Keyword(s):  
Low Cost ◽  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
Nitrogen And Phosphorus ◽  
One Pot ◽  
Intramolecular Cycloaddition ◽  
Catalyst Free ◽  
Synthetic Strategy ◽  
The One ◽  
High Stereoselectivity

A concise, atom-economic, and highly regio/stereoselective synthetic strategy was developed for the construction of phosphorus- and nitrogen-fused polycyclic skeleton derivatives. The one-pot, two-step, catalyst-free domino condensation/intramolecular cycloaddition reaction of various substituted 2-(vinylphosphoryloxy)benzaldehydes with pyrazolidin-3-one took place at room temperature. Three new bonds (C–C, 2 × C–N) and two new nitrogen and phosphorus heterocycles were simultaneously constructed. The reaction is particularly attractive due to features such as low cost, mild conditions, atom economy, high stereoselectivity, and potential biological activity of the product.

Copper-catalyzed Convenient Synthesis and SAR Studies of Substituted-1,2,3-triazole as Antimicrobial Agents

2018 ◽  
Vol 16 (1) ◽  
pp. 3-10
Author(s):  
Aniket P. Sarkate ◽  
Kshipra S. Karnik ◽  
Pravin S. Wakte ◽  
Ajinkya P. Sarkate ◽  
Ashwini V. Izankar ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Antifungal Activity ◽  
Antimicrobial Agents ◽  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
One Pot ◽  
Triazole Derivatives ◽  
Sar Studies ◽  
Convenient Synthesis ◽  
Antibacterial And Antifungal

Background:A novel copper-catalyzed synthesis of substituted-1,2,3-triazole derivatives has been developed and performed by Huisgen 1,3-dipolar cycloaddition reaction of azides with alkynes. The reaction is one-pot multicomponent.Objective:We state the advancement and execution of a methodology allowing for the synthesis of some new substituted 1,2,3-triazole analogues with antimicrobial activity.Methods:A series of triazole derivatives was synthesized by Huisgen 1,3-dipolar cycloaddition reaction of azides with alkynes. The structures of the synthesized compounds were elucidated and confirmed by 1H NMR, IR, MS and elemental analysis. All the synthesized compounds were tested for their antimicrobial activity against a series of strains of Bacillus subtilis, Staphylococcus aureus and Escherichia coli for antibacterial activity and against the strains of Candida albicans, Aspergillus flavus and Aspergillus nigar for antifungal activity, respectively.Results and Conclusion:From the antimicrobial data, it was observed that all the newly synthesized compounds showed good to moderate level of antibacterial and antifungal activity.

Rapid Access to Novel 1,2,3-Triazolo-Heterocyclic Scaffolds via Tandem Knoevenagel Condensation/Azide–Alkyne 1,3-Dipolar Cycloaddition Reaction in One Pot

2014 ◽  
Vol 16 (9) ◽  
pp. 466-477 ◽  
Author(s):  
Ram Awatar Maurya ◽  
Praveen Reddy Adiyala ◽  
D. Chandrasekhar ◽  
Chada Narsimha Reddy ◽  
Jeevak Sopanrao Kapure ◽  
...  
Keyword(s):  
Knoevenagel Condensation ◽  
Cycloaddition Reaction ◽  
Dipolar Cycloaddition ◽  
One Pot ◽  
Rapid Access

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.

Sign in / Sign up

Export Citation Format

Share Document