1,3-Dipolar Cycloaddition of Diazomethane to 1,1-Difluoroallylphosphonates: Application to Synthesis of Cyclopropane Derivatives Having a Diethoxyphosphoryldifluoromethylene Unit

Heterocycles ◽  
2002 ◽  
Vol 56 (1-2) ◽  
pp. 273 ◽  
Author(s):  
Tsutomu Yokomatsu ◽  
Kenji Suemune ◽  
Tetsuo Murano ◽  
Shiroshi Shibuya
1980 ◽  
Vol 45 (6) ◽  
pp. 1704-1714 ◽  
Author(s):  
Josef Prousek ◽  
Adolf Jurášek ◽  
Jaroslav Kováč

Diazomethane reacts with trisubstituted ethylenes of 5-nitrofurane series within the temperature range -60°C to +20°C with direct formation of cyclopropane derivatives IV without pyrazoline intermediates. This reaction does not proceed as a 1,3-dipolar cycloaddition but goes via nonfinished stepwise mechanism discussed in the present paper. The cyclopropane derivative IVa has been prepared as a model substance via the new reaction from 5-nitrofurfuryltrichloromethyl sulphone (I) and paraformaldehyde. The synthesized derivatives were identified by IR, UV, 1H-NMR and mass spectra.


2008 ◽  
Vol 59 (11) ◽  
Author(s):  
Miron Teodor Caproiu ◽  
Florea Dumitrascu ◽  
Mino R. Caira

New pyrrolo[1,2-b]pyridazine derivatives 8a-f were synthesized by 1,3-dipolar cycloaddition reaction between mesoionic 1,3-oxazolo[3,2-b]pyridazinium-2-oxides and diethyl or diisopropyl acetylenedicarboxylate as alkyne dipolarophiles. The structures of the new compounds were assigned by elemental analysis and NMR spectroscopy.


2013 ◽  
Vol 17 (18) ◽  
pp. 1929-1956 ◽  
Author(s):  
Natarajan Arumugam ◽  
Raju Kumar ◽  
Abdulrahman Almansour ◽  
Subbu Perumal

2018 ◽  
Vol 16 (1) ◽  
pp. 3-10
Author(s):  
Aniket P. Sarkate ◽  
Kshipra S. Karnik ◽  
Pravin S. Wakte ◽  
Ajinkya P. Sarkate ◽  
Ashwini V. Izankar ◽  
...  

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.


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