Department of Chemistry, Renmin University of China , Beijing 100872, China.
Org Lett. 2013 Nov 1;15(21):5432-5. doi: 10.1021/ol402509u. Epub 2013 Oct 11.
The Brønsted acid catalyzed rearrangement of tert-butyl peroxides provides a new strategy to construct 2,3-disubstituted furans via 1,2-aryl migration. In addition, tert-butyl peroxides could also be transformed into 2,3,5-trisubstituted or 2,5-disubstituted furans through a sequence of base-catalyzed Kornblum-DelaMare rearrangements and acid-promoted Paal-Knorr reactions.
Bronsted 酸催化的叔丁基过氧化物重排为通过 1,2-芳基迁移构建 2,3-二取代呋喃提供了一种新策略。此外,叔丁基过氧化物还可以通过一系列碱催化的 Kornblum-DelaMare 重排和酸促进的 Paal-Knorr 反应转化为 2,3,5-三取代或 2,5-二取代呋喃。