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Expedient Diels–Alder cycloadditions with ortho-quinodimethanes in a high temperature/pressure flow reactor

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Abstract

We describe herein Diels–Alder cycloadditions enabled by the efficient ring-opening of benzocyclobutenes and benzothiophene-2,2-dioxides using a high temperature/pressure flow reactor. The resultant ortho-quinodimethanes were generated and subsequently reacted with a wide range of dienophiles to provide complex heterocyclic ring systems. The use of flow technology allowed these reactions to be completed within minutes using conventional, readily removed solvents.

Graphical abstract: Expedient Diels–Alder cycloadditions with ortho-quinodimethanes in a high temperature/pressure flow reactor

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Publication details

The article was received on 05 May 2017, accepted on 23 May 2017 and first published on 23 May 2017


Article type: Communication
DOI: 10.1039/C7RE00058H
Citation: React. Chem. Eng., 2017, Advance Article
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    Expedient Diels–Alder cycloadditions with ortho-quinodimethanes in a high temperature/pressure flow reactor

    J. Tsoung, Y. Wang and S. W. Djuric, React. Chem. Eng., 2017, Advance Article , DOI: 10.1039/C7RE00058H

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