Issue 9, 2011
From the journal:

Chemical Communications

Continuous flow thermolysis of azidoacrylates for the synthesis of heterocycles and pharmaceutical intermediates†

Alexander G. O'Brien,ab   François Lévesqueab  and  Peter H. Seeberger*ab  

* Corresponding authors

a Max Planck Institute of Colloids and Interfaces, Department of Biomolecular Systems, Am Mühlenberg 1, 14476 Potsdam, Germany
E-mail: peter.seeberger@mpikg.mpg.de

b Freie Universität Berlin, Institute for Chemistry and Biochemistry, Arnimallee 22, 14195 Berlin, Germany

Abstract

An efficient, safe and scalable procedure for the continuous flow thermolysis of azidoacrylates to yield indoles has been developed and was applied to the synthesis of related heterocycles. The scalability of the process was demonstrated in the continuous flow synthesis of a precursor to the DAAO inhibitor 4H-furo[3,2-b]pyrrole-5-carboxylic acid.

Graphical abstract: Continuous flow thermolysis of azidoacrylates for the synthesis of heterocycles and pharmaceutical intermediates

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Article information

DOI
https://doi.org/10.1039/C0CC04481D
Article type
Communication
Submitted
18 Oct 2010
Accepted
01 Dec 2010
First published
20 Dec 2010

Chem. Commun., 2011,47, 2688-2690

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Continuous flow thermolysis of azidoacrylates for the synthesis of heterocycles and pharmaceutical intermediates

A. G. O'Brien, F. Lévesque and P. H. Seeberger, Chem. Commun., 2011, 47, 2688 DOI: 10.1039/C0CC04481D

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