Proline-catalyzed synthesis of 5-aryl-2-oxazolidinones from carbon dioxide and aziridines under solvent-free conditions

Xiao Yong Dou; Liang Nian He; Zhen Zhen Yang

doi:10.1080/00397911.2010.521903

Proline-catalyzed synthesis of 5-aryl-2-oxazolidinones from carbon dioxide and aziridines under solvent-free conditions

Xiao Yong Dou, Liang Nian He, Zhen Zhen Yang

Research output: Contribution to journal › Article › peer-review

23 Scopus citations

Abstract

Natural a-amino acids were proven to be ecofriendly and recyclable catalysts for the carboxylation of aziridines with CO₂ without utilization of any organic solvents or additives. Notably, a series of 5-aryl-2-oxazolidinones were obtained in good yield together with excellent chemo-and regioselectivity under mild conditions using proline as the catalyst. Notably, the catalyst could be recycled more than five times after a simple separation procedure without appreciable loss of catalytic activity. This process represents a promising strategy for homogeneous catalyst recycling.

Original language	English
Pages (from-to)	62-74
Number of pages	13
Journal	Synthetic Communications
Volume	42
Issue number	1
DOIs	https://doi.org/10.1080/00397911.2010.521903
State	Published - Jan 2012
Externally published	Yes

Funding

Financial support from the National Natural Science Foundation of China (Grant Nos. 20421202, 20672054, and 20872073), the 111 Project (B06005), and the Committee of Science and Technology of Tianjin is gratefully acknowledged.

Funders	Funder number
National Natural Science Foundation of China	20872073, 20421202, 20672054
Tianjin Science and Technology Committee
Higher Education Discipline Innovation Project	B06005

Keywords

5-Aryl-2-oxazolidinones
aziridines
carbon dioxide
proline

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10.1080/00397911.2010.521903

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AU - He, Liang Nian

AU - Yang, Zhen Zhen

PY - 2012/1

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AB - Natural a-amino acids were proven to be ecofriendly and recyclable catalysts for the carboxylation of aziridines with CO2 without utilization of any organic solvents or additives. Notably, a series of 5-aryl-2-oxazolidinones were obtained in good yield together with excellent chemo-and regioselectivity under mild conditions using proline as the catalyst. Notably, the catalyst could be recycled more than five times after a simple separation procedure without appreciable loss of catalytic activity. This process represents a promising strategy for homogeneous catalyst recycling.

KW - 5-Aryl-2-oxazolidinones

KW - aziridines

KW - carbon dioxide

KW - proline

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Proline-catalyzed synthesis of 5-aryl-2-oxazolidinones from carbon dioxide and aziridines under solvent-free conditions

Abstract

Funding

Keywords

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