Release Time:2019-07-01  Hits:

Indexed by: Journal Article

Date of Publication: 2019-03-07

Journal: GREEN CHEMISTRY

Included Journals: SCIE

Volume: 21

Issue: 5

Page Number: 991-994

ISSN: 1463-9262

Abstract: The metal-free carboxylative cyclization of propargylic amides with CO2 to oxazolidine-2,4-diones was achieved for the first time employing 1,5,7-triaza-bicyclo-[4.4.0]dec-5-ene (TBD) as an organocatalyst. This method allows for the efficient and selective synthesis of a variety of (Z) 5-alkylidene 1,3-oxazolidine-2,4-diones, and a variety of functional groups are well-tolerated under mild reaction conditions. Theoretical studies reveal that the bifunctional activity (base/H-bond donor) of TBD plays a key role in accelerating this reaction.