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CC BY 4.0 · SynOpen 2018; 02(03): 0246-0250
DOI: 10.1055/s-0037-1609936
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Synthesis of 2,3-Disubstituted Carbazoles, Benzo[c]carbazoles, and Phenanthrenes Through FeCl3-Mediated Cyclization of Triene Frameworks

Potharaju Raju
,
Thiyagarajan Mageshwaran
,
Bose Muthu Ramalingam
,
Arasambattu K. Mohanakrishnan  *
Department of Organic Chemistry, School of Chemical Sciences, University of Madras, Guindy Campus, Chennai-600 025, Tamil Nadu, India   Email: mohan_67@hotmail.com
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Further Information

Publication History

Received: 11 July 2018

Accepted after revision: 02 August 2018

Publication Date:
27 August 2018 (online)

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Abstract

A facile synthesis of 2,3-disubstituted carbazoles through electrocyclization of 2,3-divinylindoles using FeCl3 in DMF at reflux is reported. The methodology was found to be applicable for smooth transformation of 3-aryl-2-vinylindole as well as 2-styrylbiphenyl into the respective benzo[c]carbazole and phenanthrene.

Key words

carbazoles - electrocyclization - Iron(III) chloride - 2,3-di­vinylindole - benzocarbazole - phenanthrene

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055 /s-0037 – 1609936.
  • Supporting Information
 

  • References and Notes

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