Strategic synthesis and in vitro antimicrobial evaluation of novel difluoromethylated 1-(1, 3-diphenyl-1H-pyrazol-4-yl)-3, 3-difluoro-1, 3-dihydro-indol-2-ones
2
Department of Applied Sciences, The Northcap University, Gurgaon, India
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Publication type: Journal Article
Publication date: 2016-08-01
scimago Q2
wos Q3
SJR: 0.470
CiteScore: 5.1
Impact factor: 3.1
ISSN: 10542523, 15548120
Organic Chemistry
General Pharmacology, Toxicology and Pharmaceutics
Abstract
A strategic synthesis of 1-(1,3-diphenyl-1H-pyrazol-4-yl)-3,3-difluoro-1,3-dihydro-indol-2-ones has been achieved by the reaction of indole-2,3-dione (isatin) and substituted bromoacetyl benzene followed by cyclization reaction and evaluated for in vitro antibacterial and antifungal activities. Direct fluorination using diethylaminosulfur trifluoride as a nucleophilic fluorinating reagent was carried out in the present paper. Undoubtedly this methodology gives a facile and straightforward pathway to construct 1-(1,3-diphenyl-1H-pyrazol-4-yl)-3,3-difluoro-1,3-dihydro-indol-2-ones in good yields. The structure of new fluorinated 1-(1,3-diphenyl-1H-pyrazol-4-yl)-3,3-difluoro-1,3-dihydro-indol-2-ones was characterized based on 1H, 13C, and 19F nuclear magnetic resonance spectroscopy and mass spectrometry data. Structure of target compound was confirmed by Nuclear Overhauser Effect Spectroscopy spectra. Some of the synthesized compounds showed good antimicrobial activities against bacteria and fungi.
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Chundawat T. S. et al. Strategic synthesis and in vitro antimicrobial evaluation of novel difluoromethylated 1-(1, 3-diphenyl-1H-pyrazol-4-yl)-3, 3-difluoro-1, 3-dihydro-indol-2-ones // Medicinal Chemistry Research. 2016. Vol. 25. No. 10. pp. 2335-2348.
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Chundawat T. S., Kumari P., Sharma N., Bhagat S. Strategic synthesis and in vitro antimicrobial evaluation of novel difluoromethylated 1-(1, 3-diphenyl-1H-pyrazol-4-yl)-3, 3-difluoro-1, 3-dihydro-indol-2-ones // Medicinal Chemistry Research. 2016. Vol. 25. No. 10. pp. 2335-2348.
Cite this
RIS
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TY - JOUR
DO - 10.1007/s00044-016-1658-z
UR - https://doi.org/10.1007/s00044-016-1658-z
TI - Strategic synthesis and in vitro antimicrobial evaluation of novel difluoromethylated 1-(1, 3-diphenyl-1H-pyrazol-4-yl)-3, 3-difluoro-1, 3-dihydro-indol-2-ones
T2 - Medicinal Chemistry Research
AU - Chundawat, Tejpal Singh
AU - Kumari, Poonam
AU - Sharma, Nutan
AU - Bhagat, Sunita
PY - 2016
DA - 2016/08/01
PB - Springer Nature
SP - 2335-2348
IS - 10
VL - 25
SN - 1054-2523
SN - 1554-8120
ER -
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BibTex (up to 50 authors)
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@article{2016_Chundawat,
author = {Tejpal Singh Chundawat and Poonam Kumari and Nutan Sharma and Sunita Bhagat},
title = {Strategic synthesis and in vitro antimicrobial evaluation of novel difluoromethylated 1-(1, 3-diphenyl-1H-pyrazol-4-yl)-3, 3-difluoro-1, 3-dihydro-indol-2-ones},
journal = {Medicinal Chemistry Research},
year = {2016},
volume = {25},
publisher = {Springer Nature},
month = {aug},
url = {https://doi.org/10.1007/s00044-016-1658-z},
number = {10},
pages = {2335--2348},
doi = {10.1007/s00044-016-1658-z}
}
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MLA
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Chundawat, Tejpal Singh, et al. “Strategic synthesis and in vitro antimicrobial evaluation of novel difluoromethylated 1-(1, 3-diphenyl-1H-pyrazol-4-yl)-3, 3-difluoro-1, 3-dihydro-indol-2-ones.” Medicinal Chemistry Research, vol. 25, no. 10, Aug. 2016, pp. 2335-2348. https://doi.org/10.1007/s00044-016-1658-z.