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J-GLOBAL ID：202302237026959974   Reference number：23A1050844

A CONVENIENT SYNTHESIS OF 5-TRIFLUOROMETHYL-5-CYCLOPROPYL-SUBSTITUTED PYRAZOLINES

5-トリフルオロメチル-5-シクロプロピル-置換ピラゾリンの便利な合成

Author (6)： XIE Yong-Bin (Shanghai Univ. Electric Power, Shanghai, CHN) ,  LIU Xiao-Dong (East China Univ. Sci. and Technol., Shanghai, CHN) ,  ZHANG Ming-Xu (Shanghai Inst. of Organic Chemistry, Chinese Acad. of Sci., Shanghai, CHN) ,  CHEN Wen-Bo (Shanghai Univ. Electric Power, Shanghai, CHN) ,  XING Chun-Hui (Shanghai Inst. of Organic Chemistry, Chinese Acad. of Sci., Shanghai, CHN) ,  LU Long (Shanghai Inst. of Organic Chemistry, Chinese Acad. of Sci., Shanghai, CHN)
Material： Heterocycles  (International Journal for Reviews and Communications in Heterocyclic Chemistry)
Volume： 106  Issue： 4  Page： 716-724  Publication year： Apr. 01, 2023 
JST Material Number： S0966A  ISSN： 0385-5414  CODEN： HTCYAM  Document type： Article
Article type： 短報  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： *vic-polynitrogen compound ,  *nitrogen heterocyclic compound ,  organofluorine compound ,  cesium hydroxide ,  alicyclic compound ,  condensation reaction ,  chemical synthesis ,  phase transfer catalyst ,  base catalytic reaction ,  optimization ,  reaction mechanism ,  hydrazine ,  enone ,  Michael reaction ,  ether ,  aromatic compound
Semi thesaurus term： Cyclopropanes ,  *pyrazolines

JST classification (2)： Pyrazoles  (CF07082G) ,  Addition reaction,elimination reaction  (CF02030M)

Substance index (37)： MTBE ,  2-Hydroxyethylhydrazine ,  (2-Fluorophenyl)hydrazine ,  4-Chlorophenylhydrazine ,  4-Methylphenylhydrazine ,  Tetrabutylammonium bromide ,  Phenylhydrazine ,  (E)-1-(4-メチルフェニル)-3-シクロプロピル-4,4,4-トリフルオロ-2-ブテン-1-オン ,  (E)-1-(3-メチルフェニル)-3-シクロプロピル-4,4,4-トリフルオロ-2-ブテン-1-オン ,  (E)-1-(2-メチルフェニル)-3-シクロプロピル-4,4,4-トリフルオロ-2-ブテン-1-オン ,  (E)-1-(4-メトキシフェニル)-3-シクロプロピル-4,4,4-トリフルオロ-2-ブテン-1-オン ,  (E)-1-フェニル-3-シクロプロピル-4,4,4-トリフルオロ-2-ブテン-1-オン ,  (E)-1-(4-フルオロフェニル)-3-シクロプロピル-4,4,4-トリフルオロ-2-ブテン-1-オン ,  (E)-1-(4-クロロフェニル)-3-シクロプロピル-4,4,4-トリフルオロ-2-ブテン-1-オン ,  (E)-1-(4-ブロモフェニル)-3-シクロプロピル-4,4,4-トリフルオロ-2-ブテン-1-オン ,  4-[(2E)-3-シクロプロピル-4,4,4-トリフルオロブタ-2-エノイル]ベンゾニトリル ,  (E)-1-[4-(トリフルオロメチル)フェニル]-3-シクロプロピル-4,4,4-トリフルオロ-2-ブテン-1-オン ,  (E)-1-(2-ナフチル)-3-シクロプロピル-4,4,4-トリフルオロ-2-ブテン-1-オン ,  (E)-1-(2-チエニル)-3-シクロプロピル-4,4,4-トリフルオロ-2-ブテン-1-オン ,  5-cyclopropyl-3-(4-methylphenyl)-1-phenyl-5-(trifluoromethyl)-4H-pyrazole ,  5-cyclopropyl-3-(3-methylphenyl)-1-phenyl-5-(trifluoromethyl)-4H-pyrazole ,  5-cyclopropyl-3-(2-methylphenyl)-1-phenyl-5-(trifluoromethyl)-4H-pyrazole ,  5-cyclopropyl-3-(4-methoxyphenyl)-1-phenyl-5-(trifluoromethyl)-4H-pyrazole ,  5-cyclopropyl-1,3-diphenyl-5-(trifluoromethyl)-4H-pyrazole ,  5-cyclopropyl-3-(4-fluorophenyl)-1-phenyl-5-(trifluoromethyl)-4H-pyrazole ,  3-(4-chlorophenyl)-5-cyclopropyl-1-phenyl-5-(trifluoromethyl)-4H-pyrazole ,  3-(4-bromophenyl)-5-cyclopropyl-1-phenyl-5-(trifluoromethyl)-4H-pyrazole ,  4-[5-cyclopropyl-1-phenyl-5-(trifluoromethyl)-4H-pyrazol-3-yl]benzonitrile ,  5-cyclopropyl-1-phenyl-5-(trifluoromethyl)-3-[4-(trifluoromethyl)phenyl]-4H-pyrazole ,  5-cyclopropyl-3-(naphthalen-2-yl)-1-phenyl-5-(trifluoromethyl)-4H-pyrazole ,  5-cyclopropyl-1-phenyl-3-(thiophen-2-yl)-5-(trifluoromethyl)-4H-pyrazole ,  5-cyclopropyl-1,3-bis(4-methylphenyl)-5-(trifluoromethyl)-4H-pyrazole ,  5-cyclopropyl-1-(2-fluorophenyl)-3-phenyl-5-(trifluoromethyl)-4H-pyrazole ,  1-(4-chlorophenyl)-5-cyclopropyl-3-phenyl-5-(trifluoromethyl)-4H-pyrazole ,  5-cyclopropyl-1-(naphthalen-2-yl)-3-phenyl-5-(trifluoromethyl)-4H-pyrazole ,  3-cyclopropyl-5-phenyl-3-(trifluoromethyl)-2,4-dihydropyrazole ,  2-[5-cyclopropyl-3-phenyl-5-(trifluoromethyl)-4H-pyrazol-1-yl]ethanol

Reference (10)：

• (a) M. J. Ahsan, A. Ali, A. Ali, A. Thiriveedhi, M. A. Bakht, M. Yusuf, Salahuddin, O. Afzal, and A. S. A. Altamimi, ACS Omega, 2022, 7, 38207; (b) M. R. Shaaban, A. S. Mayhoub, and A. M. Farag, Expert Opin. Ther. Pat., 2012, 22, 253; (c) B. Varghese, S. N. Al-Busafi, F. O. Suliman, and S. M. Z. Al-Kindy, RSC Adv., 2017, 7, 46999; (d) B. Nehra, S. Rulhania, S. Jaswal, B. Kumar, G. Singh, and V. Monga, Eur. J. Med. Chem., 2020, 205, 112666.
• (a) N. A. Meanwell, J. Med. Chem., 2018, 61, 5822; (b) H. Mei, R. A. Márió, Y. Zou, H. Moriwaki, S. Fustero, L. Kiss, V. A. Soloshonok, and J. Han, Chinese Chem. Lett., 2020, 31, 2401.
• (a) V. Y. Sosnovskikh, M. A. Barabanov, and B. I. Usachev, J. Org. Chem., 2004, 69, 8297; (b) O. G. Khudina, Y. V. Burgart, V. I. Saloutin, and M. A. Kravchenkob, Russ. Chem. Bull., 2010, 59, 1967;(c) H. G. Bonacorso, E. P. Pittaluga, S. H. Alves, L. F. Schaffer, S. Cavinatto, L. M. F. Porte, G. R. Paim, M. A. P. Martins, and N. Zanatta, ARKIVOC, 2012, viii, 62.
• B. J. Gaede and L. L. Mcdermott, J. Heterocycl. Chem., 1993, 30, 49.
• (a) E. Y. Slobodyanyuk, O. S. Artamonov, O. V. Shishkin, and P. K. Mykhailiuk, Eur. J. Org. Chem., 2014, 2487; (b) Z. Wang, Y. Yang, F. Gao, Z. Wang, Q. Luo, and L. Fang, Org. Lett., 2018, 20, 934;(c) J. Britton and T. F. Jamison, Angew. Chem. Int. Ed., 2017, 56, 8823.

Terms in the title (2)： 置換 ,  ピラゾリン