Zhang Lu, Liu Tao, Wang Yi-Ming, Chen Jing, Zhao Yu-Long
Jilin Province Key Laboratory of Organic Functional Molecular Design & Synthesis, Faculty of Chemistry , Northeast Normal University , Changchun 130024 , China.
Org Lett. 2019 May 3;21(9):2973-2977. doi: 10.1021/acs.orglett.9b00307. Epub 2019 Mar 22.
A rhodium-catalyzed coupling-cyclization reaction of alkenyldiazoacetates with o-alkenyl arylisocyanides has been developed. In this reaction, the highly reactive alkenylketenimine intermediates generated by coupling reaction of alkenyldiazoacetates with o-alkenyl arylisocyanides undergo intramolecular [4 + 2] cycloaddition and provide a novel, highly efficient method for the one-step synthesis of carbazoles by formation of three new bonds and two rings from readily available acyclic starting materials.
已开发出一种铑催化的烯基重氮乙酸酯与邻烯基芳基异氰化物的偶联环化反应。在该反应中，烯基重氮乙酸酯与邻烯基芳基异氰化物通过偶联反应生成的高活性烯基酮亚胺中间体发生分子内[4 + 2]环加成反应，并提供了一种新颖、高效的方法，可从易得的无环起始原料通过形成三个新键和两个环一步合成咔唑。
