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J-GLOBAL ID：201902262753062733   Reference number：19A1401773

SELECTIVE AROMATIC NUCLEOPHILIC SUBSTITUTION OF 4-(DIMETHYLAMINO)-2-METHOXY-3-(TRIFLUOROACETYL)QUINOLINE WITH THIOLS - DFT CALCULATION STUDY

チオールによる4-(ジメチルアミノ)-2-メトキシ-3-(トリフルオロアセチル)キノリンの選択的芳香族求核置換反応 DFT計算研究

Author (4)： OTA Norio (Graduate School of Kobe Univ., Kobe, JPN) ,  HARADA Yusuke (Graduate School of Kobe Univ., Kobe, JPN) ,  KAMITORI Yasuhiro (Graduate School of Kobe Univ., Kobe, JPN) ,  OKADA Etsuji (Graduate School of Kobe Univ., Kobe, JPN)
Material： Heterocycles  (International Journal for Reviews and Communications in Heterocyclic Chemistry)
Volume： 99  Issue： 1  Page： 694-702  Publication year： Apr. 01, 2019 
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： chemical synthesis ,  *nucleophilic substitution reaction ,  nucleophilic reagent ,  regiospecific reaction ,  substituent effect ,  nitrogen heterocyclic compound ,  polynuclear aromatic compound ,  acyl group ,  organofluorine compound ,  thiol ,  amine ,  density functional method ,  *anion ,  *complex (compound) ,  *reaction intermediate ,  solvent effect ,  *Meisenheimer complex ,  trifluoroacetyl group ,  regioselective reaction ,  Quinolines ,  nucleophilic aromatic substitution ,  aliphatic amine ,  primary amine
Semi thesaurus term： quinoline derivative ,  nucleophilic aromatic substitution reaction

JST classification (2)： Quinolines,isoquinolines  (CF07096H) ,  Electronic structure of molecules  (BH05010Q)

Substance index (8)： 2-Methoxy-3-(trifluoroacetyl)-4-(dimethylamino)quinoline ,  N-Butyl-2-methoxy-3-(trifluoroacetyl)quinoline-4-amine ,  1-[2-(butylsulfanyl)-4-(dimethylamino)-2-methoxyquinolin-3-ylidene]-2,2,2-trifluoroethanol ,  1-[2-(butylsulfanyl)-4-(dimethylamino)quinolin-3-yl]-2,2,2-trifluoroethanone ,  [2-Methoxy-4-(butylthio)-3-quinolyl](trifluoromethyl) ketone ,  1-[4-(butylsulfanyl)-4-(dimethylamino)-2-methoxyquinolin-3-ylidene]-2,2,2-trifluoroethanol ,  1-Butanethiol ,  Butylamine

Reference (15)：

• R. Filler and Y. Kobayashi, ‘Biomedicinal Aspects of Fluorine Chemistry’, Kodansha & Elsevier Biomedical, Tokyo, 1982.
• R. Filler, ‘Organofluorine Chemicals and Their Industrial Applications’, ed. by R. E. Banks, Ellis Horwood, London, 1979.
• J. T. Welch, Tetrahedron, 1987, 43, 3123.
• R. Filler, Y. Kobayashi, and L. M. Yagupolskii, ‘Organofluorine Compounds in Medicinal Chemistry and Biomedical Applications’, Elsevier, Amsterdam, 1993.
• M. Hatakenaka, S. Adachi, and E. Okada, Heterocycles, 2016, 92, 936.

Terms in the title (5)： チオール ,  キノリン ,  芳香族求核置換反応 ,  DFT計算 ,  研究