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Direct Synthesis of Dihydrobenzo[a]carbazoles via Palladium-Catalyzed Domino Annulation of Indoles

  1. Farnaz Jafarpour,
  2. Hamideh Hazrati

Article first published online: 27 JAN 2010

DOI: 10.1002/adsc.200900725

Issue

Advanced Synthesis & Catalysis

Advanced Synthesis & Catalysis

Volume 352, Issue 2-3, pages 363–367, February 15, 2010

Additional Information

How to Cite

Jafarpour, F. and Hazrati, H. (2010), Direct Synthesis of Dihydrobenzo[a]carbazoles via Palladium-Catalyzed Domino Annulation of Indoles. Adv. Synth. Catal., 352: 363–367. doi: 10.1002/adsc.200900725

Author Information

  1. School of Chemistry, University College of Science, University of Tehran, 14155-6455 Tehran, Iran, Fax: (+98)-21-66495291

Publication History

  1. Issue published online: 17 FEB 2010
  2. Article first published online: 27 JAN 2010
  3. Manuscript Revised: 27 NOV 2009
  4. Manuscript Received: 19 OCT 2009

Funded by

  • Iran National Science Foundation (INSF)
  • University of Tehran. Grant Number: 27827/1/01

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Keywords:

  • benzo[a]carbazoles;
  • bromoalkylindoles;
  • domino reactions;
  • one-step synthesis;
  • palladium catalyst

Abstract

A straightforward one-step synthesis of annulated indoles via palladium-catalyzed, norbornene-mediated sequential intermolecular aryl ortho-alkylation/intramolecular indole C[BOND]H activation has been devised. This method provides an efficient route to a wide variety of substituted 6,11-dihydro-5H-benzo[a]carbazoles from readily accessible 3-bromoalkylindoles and iodoarenes.

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