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Issue 30, 2014
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Efficient palladium-catalyzed double carbonylation of o-dibromobenzenes: synthesis of thalidomide

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Abstract

We describe here a convenient and mild procedure for double carbonylation of o-dibromobenzenes with various 2-amino pyridines and naturally occurring amines, thus providing in good to excellent yields N-substituted phthalimides by using this palladium-catalyzed carbonylation procedure. Furthermore, for the first time we have applied the developed synthetic protocol for the synthesis of biologically active molecule thalidomide via a single step carbonylative cyclization reaction in excellent yield.

Graphical abstract: Efficient palladium-catalyzed double carbonylation of o-dibromobenzenes: synthesis of thalidomide

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Article information


Submitted
16 Apr 2014
Accepted
29 Apr 2014
First published
29 Apr 2014

Org. Biomol. Chem., 2014,12, 5578-5581
Article type
Communication
Author version available

Efficient palladium-catalyzed double carbonylation of o-dibromobenzenes: synthesis of thalidomide

J. Chen, K. Natte, A. Spannenberg, H. Neumann, M. Beller and X. Wu, Org. Biomol. Chem., 2014, 12, 5578
DOI: 10.1039/C4OB00796D

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