Beijing National Laboratory for Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University , Beijing 100871, China.
Org Lett. 2015 Feb 20;17(4):1026-9. doi: 10.1021/acs.orglett.5b00136. Epub 2015 Feb 9.
A series of 4,8-dichloro-2,6-diazasemibullvalenes were synthesized and isolated from the reaction of α,α,α',α'-tetrachloro-Δ(1)-bipyrrolines with lithium via C-N bond formation. All those dichlorodiazasemibullvalene derivatives demonstrated extremely rapid aza-Cope rearrangement in solution. An unprecedented skeletal rearrangement of 4,8-dichloro-2,6-diazasemibullvalene derivatives took place, resulting in the formation of a new bipyrroline skeleton.
一系列 4,8-二氯-2,6-二氮杂半环辛二烯是通过α,α,α',α'-四氯-Δ(1)-二吡咯烷与锂通过 C-N 键形成反应合成并分离得到的。所有这些二氯二氮杂半环辛二烯衍生物在溶液中均表现出极快的氮杂 Cope 重排。4,8-二氯-2,6-二氮杂半环辛二烯衍生物发生了前所未有的骨架重排,生成了新的吡咯烷骨架。