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Organocatalyzed carboxylative cyclization of propargylic amides with atmospheric CO2 towards oxazolidine-2,4-diones

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Indexed by:期刊论文

First Author:Zhou, Hui

Correspondence Author:Zhou, H (reprint author), Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116024, Peoples R China.

Co-author:Mu, Sen,Ren, Bai-Hao,Zhang, Rui,Lu, Xiao-Bing

Date of Publication:2019-03-07

Journal:GREEN CHEMISTRY

Included Journals:SCIE

Volume:21

Issue:5

Page Number:991-994

ISSN No.: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.

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