Issue 53, 2017

Rapid synthesis of bicyclic lactones via palladium-catalyzed aminocarbonylative lactonizations

Abstract

A novel and efficient palladium-catalyzed aminocarbonylative lactonization of amino propargylic alcohols has been developed to provide rapid access to various bicyclic lactones especially dihydropyrrole-fused furanones, which are novel structures and have not been explored in biological and medicinal settings. This method can also be used to access β-lactone products such as 16. Preliminary biological evaluations revealed that compounds 13h and 13s demonstrated promising activity against Clostridium difficile and compounds 13h, 13k, 13s, and 16b showed activity against several important fungal pathogens.

Graphical abstract: Rapid synthesis of bicyclic lactones via palladium-catalyzed aminocarbonylative lactonizations

Supplementary files

Article information

Article type
Communication
Submitted
31 Mar 2017
Accepted
28 Apr 2017
First published
11 May 2017

Chem. Commun., 2017,53, 7238-7241

Rapid synthesis of bicyclic lactones via palladium-catalyzed aminocarbonylative lactonizations

X. Yin, H. Mohammad, H. E. Eldesouky, A. Abdelkhalek, M. N. Seleem and M. Dai, Chem. Commun., 2017, 53, 7238 DOI: 10.1039/C7CC02494K

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