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Direct cyclopropanation of activated N-heteroarenes via site- and stereoselective dearomative reactions.
Chemical Science ( IF 8.4 ) Pub Date : 2020-01-10 , DOI: 10.1039/c9sc06369b
Jiyoun Lee 1 , Donguk Ko 1 , Hyunju Park 1 , Eun Jeong Yoo 1
Affiliation  

A divergent cyclopropanation reaction has been accomplished via the dearomative addition of sulfur ylides to activated N-heteroarenes. A series of biologically significant molecular skeletons was obtained by the direct cyclopropanation of quinolinium zwitterions. Furthermore, a straightforward synthetic route to optically enriched cyclopropane-fused heterocycles was developed using sulfur ylides as chiral nucleophiles in the 1,4-dearomative reaction.

中文翻译:

通过位点和立体选择性脱芳香反应,对活化的N-杂芳烃进行直接环丙烷化。

通过将脱硫的酰基硫磺脱芳基加入到活化的N-杂芳烃中已经完成了发散的环丙烷化反应。通过喹啉两性离子的直接环丙烷化获得了一系列生物学上重要的分子骨架。此外,在1,4-二代反应中,使用硫酰化物作为手性亲核试剂,开发了一种直接合成光学富集的环丙烷稠合杂环的方法。
更新日期:2020-02-13
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