Journal
MOLECULES
Volume 26, Issue 12, Pages -Publisher
MDPI
DOI: 10.3390/molecules26123693
Keywords
sydnone; 1; 3-dipolar cycloaddition; pyrazole; X-ray diffraction; halogen bonding
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3-Arylsydnones bearing fluorine and bromine atoms on the benzene ring were synthesized and used in the synthesis of 1-(2-fluorophenyl)pyrazoles by 1,3-dipolar cycloaddition reaction. The sydnones were characterized as reaction intermediates using single crystal X-ray diffraction analysis, revealing halogen bonding as an important interaction in modeling the crystal structure.
3-Arylsydnones bearing fluorine and bromine atoms on the benzene ring were synthesized from N-nitroso-2-fluorophenylglycines and characterized by NMR spectroscopy. These were employed further in synthesis of the corresponding 1-(2-fluorophenyl)pyrazoles by 1,3-dipolar cycloaddition reaction with dimethyl acetylenedicarboxylate (DMAD) as activated dipolarophile. The sydnones as reaction intermediates were characterized by single crystal X-ray diffraction analysis showing interesting features such as halogen bonding as an important interaction in modeling the crystal structure.
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