著者

Kentaro Okuma Yukiko Tanabe Ryoichi Itoyama Noriyoshi Nagahora Kosei Shioji

出版者

(社)日本化学会

雑誌

Chemistry Letters (ISSN:03667022)

巻号頁・発行日

vol.42, no.10, pp.1260-1262, 2013-10-05 (Released:2013-10-05)

参考文献数

22

被引用文献数

14

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Novel one-pot synthesis of 2,3-benzodiazepines from aryne precursors was accomplished. Tofisopam, well-known anxiolytics, could be synthesized via C–C bond insertion of 4,5-dimethoxybenzyne with 2-ethyl-1-(3,4-dimethoxyphenyl)butane-1,3-dione, followed by the reaction with hydrazine hydrate in a one-pot operation. This protocol is applicable to the synthesis of other biologically active 2,3-benzodiazepines, such as Girisopam and Nerisopam.

著者

Kentaro Okuma Koki Hirano Chisato Shioga Noriyoshi Nagahora Kosei Shioji

出版者

(社)日本化学会

雑誌

Bulletin of the Chemical Society of Japan (ISSN:00092673)

巻号頁・発行日

vol.86, no.5, pp.615-619, 2013-05-15 (Released:2013-05-15)

参考文献数

30

被引用文献数

19

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By combination of 1,3-dipolar cycloaddition and N–O single bond insertion, tandem synthesis of dibenzo[1,4]oxazepino[4,5-a]quinolines was accomplished. Reaction of quinoline N-oxides with arynes afforded 2-(2-hydroxyphenyl)quinolines and 7-membered pentacyclic oxazepino[4,5-a]quinolines.