[(Salcen)CrIII + Lewis base]-catalyzed synthesis of N-aryl-substituted oxazolidinones from epoxides and aryl isocyanates

Robert L. Paddock; Debashis Adhikari; Richard L. Lord; Mu-Hyun Baik; SonBinh T. Nguyen

doi:10.1039/C4CC07421A

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[(Salcen)Cr^III + Lewis base]-catalyzed synthesis of N-aryl-substituted oxazolidinones from epoxides and aryl isocyanates†

Robert L. Paddock,‡§^a Debashis Adhikari,§^ab Richard L. Lord,¶^a Mu-Hyun Baik*^b and SonBinh T. Nguyen*^a

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^a Department of Chemistry and the Institute of Catalysis for Energy Processes, Northwestern University, 2145 Sheridan Rd., Evanston, IL 60208, USA
Fax: +1-847-491-7713
Tel: +1-847-467-3347

^b Department of Chemistry, Indiana University, Bloomington, Indiana 47405, USA
E-mail: mbaik@indiana.edu
Fax: +1-812-855-8300
Tel: +1-812-856-0454

Abstract

[(Salcen)Cr^III + Lewis base] was found to be a highly active and selective catalyst system in the [2+3] cycloaddition between epoxides and isocyanates to form 5-oxazolidinones. The reaction proceeds to high yield under mild reaction conditions and is applicable to a variety of terminal epoxides and aryl isocyanates.

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Article information

DOI: https://doi.org/10.1039/C4CC07421A
Article type: Communication
Submitted: 19 Sep 2014
Accepted: 24 Sep 2014
First published: 24 Sep 2014

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Chem. Commun., 2014,50, 15187-15190

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[(Salcen)Cr^III + Lewis base]-catalyzed synthesis of N-aryl-substituted oxazolidinones from epoxides and aryl isocyanates

R. L. Paddock, D. Adhikari, R. L. Lord, M. Baik and S. T. Nguyen, Chem. Commun., 2014, 50, 15187 DOI: 10.1039/C4CC07421A

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