ChemInform Abstract: New Synthesis of 1-Substituted-1H-indazoles via 1,3-Dipolar Cycloaddition of in situ Generated Nitrile Imines and Benzyne.

ChemInform ◽  
2010 ◽  
Vol 41 (50) ◽  
pp. no-no
Author(s):  
Christian Spiteri ◽  
Steve Keeling ◽  
John E. Moses
2010 ◽  
Vol 12 (15) ◽  
pp. 3368-3371 ◽  
Author(s):  
Christian Spiteri ◽  
Steve Keeling ◽  
John E. Moses

Synlett ◽  
2018 ◽  
Vol 29 (07) ◽  
pp. 918-921 ◽  
Author(s):  
Issa Yavari ◽  
Zohreh Taheri ◽  
Maryam Naeimabadi ◽  
Samira Bahemmat ◽  
Mohammad Halvagar

Alkyl 2-(3-alkyl-4-oxo-2-thioxothiazolidin-5-ylidene)acetates react with hydrazonoyl chlorides in the presence of triethylamine to ­afford tetrasubstituted pyrazole derivatives. Formally, this transformation is regarded as a 1,3-dipolar cycloaddition of the exocyclic carbon–carbon double bond of the thioxothiazolidine derivatives with nitrile imines generated in situ. This efficient method provides fast access to a range of structurally diverse pyrazoles. The structure of a typical product is confirmed by X-ray crystallography.


Molecules ◽  
2019 ◽  
Vol 25 (1) ◽  
pp. 126
Author(s):  
Mohammed Eddahmi ◽  
Nuno M. M. Moura ◽  
Latifa Bouissane ◽  
Ouafa Amiri ◽  
M. Amparo F. Faustino ◽  
...  

The alkylation of a series of nitroindazole derivatives with 1,2-dibromoethane afforded the corresponding N-(2-bromoethyl)- and N-vinyl-nitro-1H-indazoles. The Cu(I)-catalysed azide- alkyne 1,3-dipolar cycloaddition was selected to substitute the nitroindazole core with 1,4-disubstituted triazole units after converting one of the N-(2-bromoethyl)nitroindazoles into the corresponding azide. The reactivity in 1,3-dipolar cycloaddition reactions with nitrile imines generated in situ from ethyl hydrazono-α-bromoglyoxylates was studied with nitroindazoles bearing a vinyl unit. The corresponding nitroindazole-pyrazoline derivatives were obtained in good to excellent yields.


Author(s):  
Romana Pajkert ◽  
Henryk Koroniak ◽  
Pawel Kafarski ◽  
Gerd Volker Roeschenthaler

A one-pot, regioselective 1,3-dipolar cycloaddition of in situ generated (diethoxyphosphoryl)difluoromethyl nitrile oxide toward selected alkenes and alkynes is reported. This protocol enables facile access to 3,5-disubstituted isoxazolines and isoxazoles bearing...


2017 ◽  
Vol 67 (3) ◽  
pp. 309-324 ◽  
Author(s):  
Nadjet Rezki ◽  
Mohamed Reda Aouad

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.


2002 ◽  
Vol 31 (11) ◽  
pp. 1112-1113 ◽  
Author(s):  
Masamichi Tsuji ◽  
Yutaka Ukaji ◽  
Katsuhiko Inomata

ChemInform ◽  
2010 ◽  
Vol 41 (3) ◽  
Author(s):  
Bianca Flavia Bonini ◽  
Mauro Comes Franchini ◽  
Denis Gentili ◽  
Erika Locatelli ◽  
Alfredo Ricci

Heterocycles ◽  
1993 ◽  
Vol 36 (10) ◽  
pp. 2209 ◽  
Author(s):  
Giovanni Romeo ◽  
Ugo Chiacchio ◽  
Maria R. Di Bella ◽  
Antonio Rescifina ◽  
Nicola Uccella

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