Issue 4, 2017

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

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

Supplementary files

Article information

Article type
Communication
Submitted
05 May 2017
Accepted
23 May 2017
First published
23 May 2017

React. Chem. Eng., 2017,2, 458-461

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, 2, 458 DOI: 10.1039/C7RE00058H

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