Synthesis 2012; 44(15): 2325-2332
DOI: 10.1055/s-0032-1316743
feature article
© Georg Thieme Verlag Stuttgart · New York

Metal-Free Electrocyclization at Ambient Temperature: Synthesis of 1-Arylcarbazoles

Rajarshi Samanta
a  Max Planck Institute of Molecular Physiology, Department of Chemical Biology, Otto-Hahn-Strasse 11, 44227 Dortmund, Germany
,
Katharina Kulikov
a  Max Planck Institute of Molecular Physiology, Department of Chemical Biology, Otto-Hahn-Strasse 11, 44227 Dortmund, Germany
b  TU Dortmund, Faculty of Chemistry, Otto-Hahn-Strasse 6, 44227 Dortmund, Germany, Email: andrey.antonchick@mpi-dortmund.mpg.de
,
Carsten Strohmann
b  TU Dortmund, Faculty of Chemistry, Otto-Hahn-Strasse 6, 44227 Dortmund, Germany, Email: andrey.antonchick@mpi-dortmund.mpg.de
,
Andrey P. Antonchick*
a  Max Planck Institute of Molecular Physiology, Department of Chemical Biology, Otto-Hahn-Strasse 11, 44227 Dortmund, Germany
› Author Affiliations
Further Information

Publication History

Received: 10 May 2012

Accepted after revision: 18 June 2012

Publication Date:
11 July 2012 (online)


Abstract

An efficient novel protocol for the construction of an hyellazole-inspired compound collection is described. Starting from 2,6-diarylacetanilides, the desired products were obtained using hypervalent iodine promoted electrocyclization. The mechanism of product formation was investigated through intramolecular competition experiments.

Supporting Information

Primary Data

 
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