A Convenient Preparation of 9H-Carbazole-3,6-dicarbonitrile and 9H-Carbazole-3,6-dicarboxylic Acid

Łukasz J. Weseliński; Ryan Luebke; Mohamed Eddaoudi

doi:10.1055/s-0033-1340557

Synthesis, Table of Contents

Synthesis 2014; 46(05): 596-599
DOI: 10.1055/s-0033-1340557

practical synthetic procedures

A Convenient Preparation of 9H-Carbazole-3,6-dicarbonitrile and 9H-Carbazole-3,6-dicarboxylic Acid

Authors

Łukasz J. Weseliński

Functional Material Design, Discovery and Development (FMD3), Advanced Membranes and Porous Materials Center, Division of Physical Sciences and Engineering, 4700 King Abdullah University of Science and Technology (KAUST), Thuwal 23955-6900, Saudi Arabia Fax: +966(2)8082778 Email: mohamed.eddaoudi@kaust.edu.sa
Ryan Luebke

Functional Material Design, Discovery and Development (FMD3), Advanced Membranes and Porous Materials Center, Division of Physical Sciences and Engineering, 4700 King Abdullah University of Science and Technology (KAUST), Thuwal 23955-6900, Saudi Arabia Fax: +966(2)8082778 Email: mohamed.eddaoudi@kaust.edu.sa
Mohamed Eddaoudi*

Functional Material Design, Discovery and Development (FMD3), Advanced Membranes and Porous Materials Center, Division of Physical Sciences and Engineering, 4700 King Abdullah University of Science and Technology (KAUST), Thuwal 23955-6900, Saudi Arabia Fax: +966(2)8082778 Email: mohamed.eddaoudi@kaust.edu.sa

Abstract

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Abstract

A catalytic, high yielding and scalable procedure for the synthesis of 9H-carbazole-3,6-dicarbonitrile has been developed. Subsequent hydrolysis of the dinitrile in the presence of a catalytic copper species (i.e., CuI) yields 9H-carbazole-3,6-dicarboxylic acid. Both compounds are versatile and fine-tunable organic building blocks and therefore offer potential in material science, medicinal and supramolecular chemistry.

Key words

carbazoles - catalytic cyanation - heterocycles - metal–organic frameworks - palladium catalysis - supramolecular chemistry

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References

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