1396123-83-3

Upstream product

• 508191-77-3 3-phenylsydnone 
• 6415-68-5 N-nitroso-N-phenylglycine 
• 103-01-5 N-Phenylglycine 
• 119866-78-3 methyl 3,3,3-trifluoro-2-(phenylamino)-propanoate 
• 1396123-82-2 3,3,3-trifluoro-2-(phenylamino)propanoic acid 
• 110920-05-3 methyl ester of 2-(N-phenylimino)trifluoropropanoic acid 
• 2325-27-1 N-phenyltriphenyliminophosphorane 
• 622-37-7 Phenyl azide 
• 680-15-9 2,2-difluoro-2-(fluorosulfonyl)acetate 
• 13858-07-6 4-iodo-3-phenyl-1,2,3-λ⁵-oxadiazol-3-ium-5-olate 

Downstream Products

• 1396123-85-5 1-phenyl-3-trimethylsilyl-5-trifluoromethyl-1H-pyrazole 
• 1396123-86-6 3-(benzyloxymethyl)-1-phenyl-5-trifluoromethyl-1H-pyrazole 
• 1396123-93-5 methyl 4-methyl-1-phenyl-5-(trifluoromethyl)-1H-pyrazole-3-carboxylate 
• 1396123-87-7 1,3-diphenyl-4-(n-butyl)-5-trifluoromethyl-1H-pyrazole 
• 1396123-94-6 1,4-diphenyl-3-(n-butyl)-5-trifluoromethyl-1H-pyrazole 
• 1396123-88-8 1,3,4-triphenyl-5-(trifluoromethyl)-1H-pyrazole 
• 1396123-89-9 1-phenyl-3-trimethylsilyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-trifluoromethyl-1H-pyrazole 
• 1396123-95-7 1-phenyl-4-trimethylsilyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-trifluoromethyl-1H-pyrazole 
• 957188-42-0 1-phenyl-3-n-butyl-5-trifluoromethyl-1H-pyrazole 
• 1396123-90-2 1-phenyl-3-(n-butyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-trifluoromethyl-1H-pyrazole 
• 1396123-91-3 1-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5-trifluoromethyl-1H-pyrazole 
• 1429486-31-6 1-phenyl-5-trifluoromethyl-3-trimethylsilyl-1H-pyrazol-4-ol 
• 1429485-66-4 1-phenyl-3-(cyclohex-1-enyl)-5-trifluoromethyl-1H-pyrazole 
• 1429485-70-0 1-phenyl-3-(3-chloropropyl)-5-trifluoromethyl-1H-pyrazole 

Relevant academic research and scientific papers

4-Halogeno-sydnones for fast strain promoted cycloaddition with bicyclo-[6.1.0]-nonyne

New sydnone derivatives have been synthesized and screened for their capacity to undergo fast copper-free cycloaddition reaction with bicyclo-[6.1.0]-nonyne. The influences of substitution in positions N-3 and C-4 of sydnones have been particularly studied leading to the identification of highly reactive partners for bio-orthogonal ligation reactions.

Synthesis of 4-fluoromethylsydnones and their participation in alkyne cycloaddition reactions

We report the synthesis and some structural studies of 4-trifluoromethyl, 4-difluoromethyl-, and 4-monofluoromethylsydnones. All but the latter compounds are stable and represent effective precursors to a range of pyrazoles after cycloaddition reactions with alkynes. The cycloadditions are generally highly regioselective and provide 5-fluoromethylpyrazole products, although we have observed that Bn-substituted sydnones can provide an unexpected alkyne insertion mode that generates the 3-fluoromethyl isomer.

A general and regioselective synthesis of 5-trifluoromethyl-pyrazoles

Two synthetic approaches to 4-trifluoromethylsydnones, a novel class of these mesoionic reagents, are reported. These compounds undergo regioselective alkyne cycloaddition reactions, thereby providing a general approach to 5-trifluoromethylpyrazoles. This method has been employed in a short formal synthesis of the herbicide fluazolate.