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Access to 1,3-oxazine-2,4-diones/1,3-thiazine-2,4-diones via organocatalytic CO2/COS incorporation into allenamides

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Abstract

Organocatalyzed [4 + 2] annulation of CO2/COS with allenamides is firstly reported to synthesize 1,3-oxazine-2,4-diones and 1,3-thiazine-2,4-diones in moderate to excellent yields under mild reaction conditions. The catalytic potential of a series of Lewis base CO2 and COS adducts are particularly noted for this process, which features high regio- and chemo-selectivity, step-economy, facile scalability, and easy product derivatization. This study offers the potential for the application of organocatalytic systems for CO2 and COS chemical transformation.

Graphical abstract: Access to 1,3-oxazine-2,4-diones/1,3-thiazine-2,4-diones via organocatalytic CO2/COS incorporation into allenamides

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Article information


Submitted
06 Nov 2019
Accepted
28 Dec 2019
First published
30 Dec 2019

Org. Biomol. Chem., 2020, Advance Article
Article type
Paper

Access to 1,3-oxazine-2,4-diones/1,3-thiazine-2,4-diones via organocatalytic CO2/COS incorporation into allenamides

H. Zhou, R. Wang, H. Zhang, W. Chen and X. Lu, Org. Biomol. Chem., 2020, Advance Article , DOI: 10.1039/C9OB02398D

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