Synthesis of Azacarbolines via PhIO-Promoted Intramolecular Oxidative Cyclization of α-Indolylhydrazones.

J Org Chem

Department of Biomolecular Sciences, Section of Chemistry and Pharmaceutical Technologies, University of Urbino "Carlo Bo", Via I Maggetti 24, 61029 Urbino, Italy.

Published: December 2021

An unprecedented synthesis of polysubstituted indole-fused pyridazines (azacarbolines) from α-indolylhydrazones under oxidative conditions using a combination of iodylbenzene (PhIO) and trifluoroacetic acid (TFA) has been developed. This transformation is conducted without the need for transition metals, harsh conditions, or an inert atmosphere.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC8689645PMC
http://dx.doi.org/10.1021/acs.joc.1c02217DOI Listing

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Synthesis of Azacarbolines via PhIO-Promoted Intramolecular Oxidative Cyclization of α-Indolylhydrazones.

J Org Chem

December 2021

Department of Biomolecular Sciences, Section of Chemistry and Pharmaceutical Technologies, University of Urbino "Carlo Bo", Via I Maggetti 24, 61029 Urbino, Italy.

An unprecedented synthesis of polysubstituted indole-fused pyridazines (azacarbolines) from α-indolylhydrazones under oxidative conditions using a combination of iodylbenzene (PhIO) and trifluoroacetic acid (TFA) has been developed. This transformation is conducted without the need for transition metals, harsh conditions, or an inert atmosphere.

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