Art

J-GLOBAL ID：201202278368785550   Reference number：12A0758946

New synthesis of multi-substituted α-chlorocyclobutanones from 1-chloro-3-cyanoalkyl p-tolyl sulfoxides by 4-Exo-Dig nucleophilic ring closure of magnesium carbenoids to nitrile group as the key reaction

鍵反応としてマグネシウムカルベノイドのニトリル基への4-Exo-Dig求核的閉環による1-クロロ-3-シアノアルキルp-トリルスルホキシドから多置換α-クロロシクロブタノンの新規合成

Author (6)： SAITOH Hideki (Graduate School of Chemical Sciences and Technol., Tokyo Univ. of Sci., Ichigaya-funagawara-machi 12, Shinjuku-ku ...) ,  SAMPEI Taro (Graduate School of Chemical Sciences and Technol., Tokyo Univ. of Sci., Ichigaya-funagawara-machi 12, Shinjuku-ku ...) ,  KIMURA Tsutomu (Graduate School of Chemical Sciences and Technol., Tokyo Univ. of Sci., Ichigaya-funagawara-machi 12, Shinjuku-ku ...) ,  KATO Yuichi (Graduate School of Chemical Sciences and Technol., Tokyo Univ. of Sci., Ichigaya-funagawara-machi 12, Shinjuku-ku ...) ,  ISHIDA Naoyuki (Graduate School of Chemical Sciences and Technol., Tokyo Univ. of Sci., Ichigaya-funagawara-machi 12, Shinjuku-ku ...) ,  SATOH Tsuyoshi (Graduate School of Chemical Sciences and Technol., Tokyo Univ. of Sci., Ichigaya-funagawara-machi 12, Shinjuku-ku ...)
Material： Tetrahedron Letters  (Tetrahedron Lett)
Volume： 53  Issue： 24  Page： 3004-3008  Publication year： Jun. 13, 2012 
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： carbene ,  *organomagnesium compound ,  nitrile ,  nucleophilic reaction ,  cyclization reaction ,  sulfoxide ,  *alicyclic ketone ,  chemical synthesis

JST classification (2)： Group 1 and group 2 organic compounds  (CF09020Y) ,  Cyclobutanes  (CF04030A)

Substance index (15)： 8-[(p-Tolylsulfinyl)chloromethylene]-1,4-dioxaspiro[4.5]decane ,  [[8-(Cyanomethyl)-1,4-dioxaspiro[4.5]decane-8-yl]chloromethyl] magnesium chloride ,  7,10-Dioxadispiro[2.2.4.2]dodecane-1-carbonitrile ,  2-Methyl-2-[8-[chloro(p-tolylsulfinyl)methyl]-1,4-dioxaspiro[4.5]decane-8-yl]propanenitrile ,  1,1-Dimethyl-3-chloro-8,11-dioxadispiro[3.2.4.2]tridecane-2-one ,  2-Methyl-2-[8-(chloromethyl)-1,4-dioxaspiro[4.5]decane-8-yl]propanenitrile ,  1-[8-[Chloro(p-tolylsulfinyl)methyl]-1,4-dioxaspiro[4.5]decane-8-yl]cyclopropanecarbonitrile ,  1-[8-[Chloro(p-tolylsulfinyl)methyl]-1,4-dioxaspiro[4.5]decane-8-yl]cyclopentanecarbonitrile ,  14-Chloro-8,11-dioxatrisprio [2.0.2.4.2.2]pentadecane-15-one ,  16-Chloro-10,13-dioxatrisprio [4.0.2.4.2.2]heptadecane-17-one ,  2-[8-[Chloro(p-tolylsulfinyl)methyl]-1,4-dioxaspiro[4.5]decane-8-yl]propanenitrile ,  2-Chloro-3-phenethyl-4,4-dimethylcyclobutanone ,  2-Chloro-3-phenyl-4,4-dimethylcyclobutanone ,  2,2-Dimethyl-7,10-dioxadispiro[2.2.4.2]dodecane-1-carboxylic acid methyl ester ,  1,1-Dimethylspiro[3.5]nonane-2,7-dione

Terms in the title (7)： 鍵 ,  マグネシウムカルベノイド ,  ニトリル基 ,  核 ,  閉環 ,  p-トリルスルホキシド ,  置換