Journal of Organic Chemistry
Journal of Organic Chemistry
5 years ago

Palladium-Catalyzed Intermolecular Azidocarbonylation of Alkenes via a Cooperative Strategy

Palladium-Catalyzed Intermolecular Azidocarbonylation of Alkenes via a Cooperative Strategy
Pinhong Chen, Guosheng Liu, Ming Li, Feng Yu
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.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b01812

DOI: 10.1021/acs.joc.7b01812

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