Literature DB >> 15228264

(Salen)chromium(III)/DMAP: an efficient catalyst system for the selective synthesis of 5-substituted oxazolidinones from carbon dioxide and aziridines.

Aaron W Miller1, SonBinh T Nguyen.   

Abstract

[reaction: see text] (Salen)chromium(III)/DMAP was found to be an active catalyst system for the coupling of CO(2) and aziridines. The oxazolidinone products were produced in high yield and selectivity from the opening of the aziridine at the most substituted N-C bond. This catalyst system worked well for a wide variety of monosubstituted N-aryl and N-alkyl aziridines as well as a 2,3-disubstituted N-alkyl aziridine.

Entities:  

Year:  2004        PMID: 15228264     DOI: 10.1021/ol049689t

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Intramolecular ring-opening from a CO2-derived nucleophile as the origin of selectivity for 5-substituted oxazolidinone from the (salen)Cr-catalyzed [aziridine + CO2] coupling.

Authors:  Debashis Adhikari; Aaron W Miller; Mu-Hyun Baik; SonBinh T Nguyen
Journal:  Chem Sci       Date:  2014-11-21       Impact factor: 9.825

2.  One-pot synthesis of oxazolidinones and five-membered cyclic carbonates from epoxides and chlorosulfonyl isocyanate: theoretical evidence for an asynchronous concerted pathway.

Authors:  Esra Demir; Ozlem Sari; Yasin Çetinkaya; Ufuk Atmaca; Safiye Sağ Erdem; Murat Çelik
Journal:  Beilstein J Org Chem       Date:  2020-07-21       Impact factor: 2.883

  2 in total

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