Golubev Pavel R, Pankova Alena S, Kuznetsov Mikhail A
Institute of Chemistry, Saint Petersburg State University, Universitetsky pr. 26, 198504 Saint Petersburg, Russia.
J Org Chem. 2015 May 1;80(9):4545-52. doi: 10.1021/acs.joc.5b00398. Epub 2015 Apr 20.
Acetylenic enamines generated in situ from readily available enynones and primary amines undergo thermal cyclization in diphenyl ether providing easy access to 4-aryl-2-(trimethylsilylmethylene)-1,2-dihydro-3H-pyrrol-3-ones. This reaction is inherently versatile, allowing for variations of substituents in both enynone and amine. Full regioselectivity along with short reaction time (1-2 h) and simple workup afford single products in good to excellent isolated yields. Fluorescent properties of the obtained compounds were studied.
由易得的烯炔酮和伯胺原位生成的乙炔基烯胺在二苯醚中进行热环化反应，可方便地得到4-芳基-2-(三甲基硅基亚甲基)-1,2-二氢-3H-吡咯-3-酮。该反应本质上具有通用性，烯炔酮和胺中的取代基均可变化。完全的区域选择性以及较短的反应时间（1-2小时）和简单的后处理操作，使得能够以良好至优异的分离产率得到单一产物。对所得化合物的荧光性质进行了研究。
