Art

J-GLOBAL ID：200902148234057560   Reference number：01A0863356

Intramolecular Capture of Pummerer Reaction Intermediates by an Aromatic Nucleophile: Selective Construction of 1,4-Benzothiazine and Indole Ring Systems.

芳香族求核試薬によるPummerer反応中間体の分子内捕捉 1,4-ベンゾチアジン及びインドール環系の選択的構築

Author (5)： HORIGUCHI Y (Showa Pharmaceutical Univ., Tokyo, JPN) ,  SONOBE A (Showa Pharmaceutical Univ., Tokyo, JPN) ,  SAITOH T (Showa Pharmaceutical Univ., Tokyo, JPN) ,  TODA J (Showa Pharmaceutical Univ., Tokyo, JPN) ,  SANO T (Showa Pharmaceutical Univ., Tokyo, JPN)
Material： Chemical and Pharmaceutical Bulletin  (Chemical & Pharmaceutical Bulletin)
Volume： 49  Issue： 9  Page： 1132-1137  Publication year： Sep. 01, 2001 
JST Material Number： G0504A  ISSN： 0009-2363  CODEN： CPBTAL  Document type： Article
Article type： 原著論文  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： *Pummerer reaction ,...

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JST classification (3)： Rearrangement reaction,isomerization  (CF02070E) ,  Thiazines  (CF07101O) ,  Synthesis of drugs  (GV01030F)

Substance index (18)： 3-Methoxyaniline ,  1,3-Benzodioxole-5-carbaldehyde ,  N-(3-Methoxyphenyl)-1,3-benzodioxole-5-methanamine ,  N-(3-Methoxyphenyl)-N-(1,3-benzodioxole-5-ylmethyl)(phenylthio)acetamide ,  N-(3-Methoxyphenyl)-N-[2-(phenylthio)ethyl]-1,3-benzodioxole-5-methanamine ,  N-(3-Methoxyphenyl)-N-[2-(phenylsulfinyl)ethyl]-1,3-benzodioxole-5-methanamine ,  N-(3-Methoxyphenyl)-N-(1,3-benzodioxole-5-ylmethyl)(phenylsulfinyl)acetamide ,  Trifluoroacetic acid 1-phenyl-4-(1,3-benzodioxole-5-ylmethyl)-6-methoxy-1,2,3,4-tetrahydro-1-thia(IV)-4-azanaphthalene-1-yl ester ,  Trifluoroacetic acid 1-phenyl-4-(1,3-benzodioxole-5-ylmethyl)-8-methoxy-1,2,3,4-tetrahydro-1-thia(IV)-4-azanaphthalene-1-yl ester ,  N-[2-(Phenylthio)-5-methoxyphenyl]-1,3-benzodioxole-5-methanamine ,  N-[2-(Phenylthio)-3-methoxyphenyl]-1,3-benzodioxole-5-methanamine ,  1-(1,3-Benzodioxole-5-ylmethyl)-3-(phenylthio)-6-methoxyindoline-2-one ,  1-(1,3-Benzodioxole-5-ylmethyl)-6-methoxyindoline-2-one ,  1-(1,3-Benzodioxole-5-ylmethyl)-6-methoxy-1H-indole ,  1-(1,3-Benzodioxole-5-ylmethyl)-6-methoxyindoline ,  1-(1,3-Benzodioxole-5-ylmethyl)-6-methoxyindoline-2,3-dione ,  Phenyl(trifluoroacetoxy)[2-[3-methoxyphenyl(1,3-benzodioxole-5-ylmethyl)amino]ethyl]sulfonium ,  Phenyl(trifluoroacetoxy)[2-[3-methoxyphenyl(1,3-benzodioxole-5-ylmethyl)amino]-2-oxoethyl]sulfonium

Reference (37)：

• 1) Kennedy M., McKervey M., “Comprehensive Organic Chemistry.” Vol. 7, ed. by Trost B., Fleming I., Pergamon, Oxford, 1991, pp.193-216.
• 2) Bates D.K., Winters R.T., Picard J.A., J. Org. Chem., 57, 3094-3097 (1992).
• 3) a) Oikawa Y., Yonemitsu O., Tetrahedron Lett., 1972, 3393-3396
•  b) Idem, Tetrahedron, 30, 2653-2660 (1974)
•  c) Tamura Y., Choi H.-D., Shindo H., Uenishi J., Ishibashi H., Tetrahedron Lett., 22, 81-84 (1981)

Terms in the title (8)： 芳香族 ,  求核試薬 ,  Pummerer反応 ,  中間体 ,  捕捉 ,  インドール ,  環 ,  構築