Issue 11, 2014

Efficient and scalable Pd-catalyzed double aminocarbonylations under atmospheric pressure at low catalyst loadings

Abstract

By using a robust acenaphthoimidazolylidene palladium complex (Pd-NHC 1), a scalable approach to access a variety of chiral, pharmaceutical and structurally intriguing N-substituted phthalimides via double aminocarbonylations has been established under atmospheric carbon monoxide pressure at catalyst loadings as low as 0.05 mol%. In addition, the fluorescent properties of the selected N-substituted phthalimide products were also characterized. In comparison with well-known fluorescent molecules, some of them exhibited enhanced violet emission, especially for the ester analogue of Alrestatin, which further confirmed the applicability of the protocol.

Graphical abstract: Efficient and scalable Pd-catalyzed double aminocarbonylations under atmospheric pressure at low catalyst loadings

Supplementary files

Article information

Article type
Research Article
Submitted
23 Sept. 2014
Accepted
21 Okt. 2014
First published
22 Okt. 2014

Org. Chem. Front., 2014,1, 1261-1265

Author version available

Efficient and scalable Pd-catalyzed double aminocarbonylations under atmospheric pressure at low catalyst loadings

S. Liu, Q. Deng, W. Fang, J. Gong, M. Song, M. Xu and T. Tu, Org. Chem. Front., 2014, 1, 1261 DOI: 10.1039/C4QO00253A

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