Yin Wenhao, Fang Ling, Wang Zhiyong, Gao Fang, Li Zhefeng, Wang Zhiyong
School of Chemistry and Chemical Engineering , Chongqing University , Chongqing 401331 , China.
College of Environment and Resources , Chongqing Technology and Business University , Chongqing 400067 , China.
Org Lett. 2019 Sep 20;21(18):7361-7364. doi: 10.1021/acs.orglett.9b02661. Epub 2019 Sep 4.
The base-induced unprecedented tandem [4 + 2] and [1 + 2] annulation reaction of in situ formed 1,2-diaza-1,3-dienes and crotonate-derived sulfur ylides is reported. This protocol provides a novel and practical method for the synthesis of cyclopropane-fused tetrahydropyridazines with a quaternary carbon center in synthetically useful yield. In this tandem reaction, three new bonds were formed in one pot, and the crotonate-derived sulfur ylide serves as a C3 synthon.
报道了碱诱导原位生成的1,2-二氮杂-1,3-二烯与巴豆酸衍生的硫叶立德发生前所未有的串联[4 + 2]和[1 + 2]环化反应。该方法为合成具有季碳中心的环丙烷稠合四氢哒嗪提供了一种新颖且实用的方法，产率具有合成实用性。在该串联反应中，一锅法形成了三个新键，且巴豆酸衍生的硫叶立德作为C3合成子。
