By the same authors

From the same journal

From the same journal

Synthesis of Oxazolidinones by using Carbon Dioxide as a C1 Building Block and an Aluminium-Based Catalyst

Research output: Contribution to journalArticle

Published copy (DOI)

Author(s)

Department/unit(s)

Publication details

JournalCHEMSUSCHEM
DateAccepted/In press - 29 May 2019
DateE-pub ahead of print (current) - 26 Jun 2019
Early online date26/06/19
Original languageEnglish

Abstract

Oxazolidinone synthesis through the coupling of carbon dioxide and aziridines was catalysed by an aluminium(salphen) complex at 50–100 °C and 1–10 bar pressure under solvent-free conditions. The process was applicable to a variety of substituted aziridines, giving products with high regioselectivity. It involved the use of a sustainable and reusable aluminium-based catalyst, used carbon dioxide as a C1 source and provided access to pharmaceutically important oxazolidinones as illustrated by a total synthesis of toloxatone. This protocol was scalable, and the catalyst could be recovered and reused. A catalytic cycle was proposed based on stereochemical, kinetic and Hammett studies.

Bibliographical note

© 2019 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim. This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details.


author accepted manuscript publisher on 29 May 2019

    Research areas

  • aluminium catalysis, aziridines, carbon dioxide fixation, oxazolidinones, Schiff bases

Discover related content

Find related publications, people, projects, datasets and more using interactive charts.

View graph of relations