Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 82, Issue 22, Pages 11682-11690Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b01812
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Funding
- National Basic Research Program of China [973-2015CB856600]
- National Nature Science Foundation of China [21532009, 21672236, 21421091]
- Key Research Program of Frontier Science [QYZDJ-SSW-SLH055]
- Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]
- Open Fund of the Key Laboratory of Functional Molecular Engineering of Guangdong Province, South China University of Technology [2016102]
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A novel intermolecular beta-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 beta-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 beta-amino acid derivatives from simple olefins.
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