Art

J-GLOBAL ID：201602271304947551   Reference number：16A0836311

Stereoselective intramolecular coupling of barbituric acids with aliphatic ketones and O-methyl oximes by electroreduction: radical cyclization mechanism supported by DFT study

電気還元によるバルビツル酸類と脂肪族ケトンおよびO-メチルオキシムとの立体選択的分子内カップリング:DFT研究により支持されたラジカル環化機構

Author (3)： Kise Naoki (Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University, 4-101, Koyama-cho Minami, Tottori 680-8552, Japan) ,  Tuji Takashi (Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University, 4-101, Koyama-cho Minami, Tottori 680-8552, Japan) ,  Sakurai Toshihiko (Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University, 4-101, Koyama-cho Minami, Tottori 680-8552, Japan)
Material： Tetrahedron Letters  (Tetrahedron Lett)
Volume： 57  Issue： 16  Page： 1790-1793  Publication year： Apr. 20, 2016 
JST Material Number： E0366A  ISSN： 0040-4039  Document type： Article
Article type： 短報  Country of issue： United Kingdom (GBR)  Language： ENGLISH (EN)

Thesaurus term： cathodic reduction ,  urea compound ,  nitrogen heterocyclic compound ,  *cyclization reaction ,  coupling reaction ,  ketone ,  oxime ether ,  stereospecific reaction ,  density functional method ,  radical reaction ,  samarium compound ,  iodide ,  free-radical cyclization ,  *intramolecular cyclization ,  samarium diiodide ,  electrochemical reaction
Semi thesaurus term： DFT calculation ,  *バルビツル酸類 ,  Iodosamarium(II) ,  *electroreduction

Author keywords (5)： Electroreduction ,  Reductive cyclization ,  Samarium iodide ,  Barbituric acids ,  Bicyclic uracils

JST classification (2)： Pyrimidines  (CF07103W) ,  Photochemical reaction,radical reaction  (CF02090A)

Substance index (9)： 1,3,5-Trimethyl-5-(3-oxobutyl)pyrimidine-2,4,6(1H,3H,5H)-trione ,  1,3,5-Trimethyl-5-(4-oxopentyl)pyrimidine-2,4,6(1H,3H,5H)-trione ,  1,3,4aα,7α-Tetramethyl-7,7aα-dihydroxy-5,6,7,7a-tetrahydro-1H-cyclopentapyrimidine-2,4(3H,4aH)-dione ,  1,3,4aα,8α-Tetramethyl-8,8aα-dihydroxy-4a,5,6,7,8,8a-hexahydroquinazoline-2,4(1H,3H)-dione ,  1,3,4aα,7β-Tetramethyl-7,7aα-dihydroxy-5,6,7,7a-tetrahydro-1H-cyclopentapyrimidine-2,4(3H,4aH)-dione ,  1,3,5-Trimethyl-5-[3-(methoxyimino)propyl]pyrimidine-2,4,6(1H,3H,5H)-trione ,  1,3,5-Trimethyl-5-[4-(methoxyimino)butyl]pyrimidine-2,4,6(1H,3H,5H)-trione ,  1,3,4aα-Trimethyl-7-(methoxyamino)-7aα-hydroxy-5,6,7,7a-tetrahydro-1H-cyclopentapyrimidine-2,4(3H,4aH)-dione ,  1,3,4aα-Trimethyl-8-(methoxyamino)-8aα-hydroxy-4a,5,6,7,8,8a-hexahydroquinazoline-2,4(1H,3H)-dione

Terms in the title (9)： 電気還元 ,  バルビツル酸 ,  脂肪族ケトン ,  立体 ,  カップリング ,  DFT ,  研究 ,  支持 ,  ラジカル環化