烷基化氮丙啶开环反应。

Department of Chemistry, Hankuk University of Foreign Studies, Yongin 17035, Korea.

Molecules. 2021 Mar 18;26(6):1703. doi: 10.3390/molecules26061703.

In this study, the highly strained three-membered aziridine ring was successfully activated as the aziridinium ion by alkylation of the ring nitrogen with a methyl, ethyl or allyl group, which was followed by ring opening with external nucleophiles such as acetate and azide. Such alkylative aziridine ring opening provides an easy route for the synthesis of various -alkylated amine-containing molecules with concomitant introduction of an external nucleophile at either its α- or β-position.

在这项研究中，通过用甲基、乙基或烯丙基基团烷基化环氮，成功地将高度应变的三元氮杂环丁烷环激活为氮杂环丁烷翁离子，随后用外部亲核试剂如乙酸盐和叠氮化物打开环。这种烷基化氮杂环丁烷开环为合成各种含有 - 烷基化胺的分子提供了一条简单的途径，同时在外消旋体的α-或β-位引入了一个外部亲核试剂。