State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, University of Chinese Academy of Sciences , 345 Lingling Road, Shanghai 200032, China.
Key Laboratory of Functional Molecular Engineering of Guangdong Province, South China University of Technology , Guangzhou 510640, China.
J Org Chem. 2017 Nov 17;82(22):11682-11690. doi: 10.1021/acs.joc.7b01812. Epub 2017 Aug 25.
A novel intermolecular β-azidocarbonylation reaction of alkenes has been developed in which a combination of iodine(III)-mediated alkene activation and palladium-catalyzed carbonylation was demonstrated as an efficient strategy for the difunctionalization of alkenes. A variety of β-azido carboxylic esters were obtained from mono- and 1,1-disubstituted terminal alkenes with excellent regioselectivities. In addition, the introduced azido group can be reduced to an amine group, providing a facile access to β-amino acid derivatives from simple olefins.
开发了一种新的烯烃分子间β-叠氮羰基化反应,其中碘(III)介导的烯烃活化和钯催化的羰基化组合被证明是烯烃双官能化的有效策略。各种β-叠氮羧酸酯可从单取代和 1,1-二取代末端烯烃中获得,具有优异的区域选择性。此外,引入的叠氮基团可以被还原为氨基,从而可以从简单的烯烃中轻松获得β-氨基酸衍生物。