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Rhodium- and Platinum-Catalyzed [4+3] Cycloaddition with Concomitant Indole Annulation: Synthesis of Cyclohepta[b]indoles†

  1. Dongxu Shu1,2,
  2. Wangze Song1,
  3. Xiaoxun Li1,
  4. Prof. Dr. Weiping Tang1,*

Article first published online: 10 FEB 2013

DOI: 10.1002/ange.201209266

Issue

Angewandte Chemie

Angewandte Chemie

Volume 125, Issue 11, pages 3319–3322, March 11, 2013

Additional Information

How to Cite

Shu, D., Song, W., Li, X. and Tang, W. (2013), Rhodium- and Platinum-Catalyzed [4+3] Cycloaddition with Concomitant Indole Annulation: Synthesis of Cyclohepta[b]indoles . Angew. Chem., 125: 3319–3322. doi: 10.1002/ange.201209266

Author Information

  1. 1

    The School of Pharmacy, University of Wisconsin, Madison, WI 53705-2222 (USA)

  2. 2

    Department of Chemistry, University of Wisconsin

*The School of Pharmacy, University of Wisconsin, Madison, WI 53705-2222 (USA)

  1. †

    We thank theNIH (R01 GM088285) for funding. W.T. is grateful for a Young Investigator Award from Amgen.

Publication History

  1. Issue published online: 7 MAR 2013
  2. Article first published online: 10 FEB 2013
  3. Manuscript Received: 19 NOV 2012

Funded by

  • NIH. Grant Number: R01 GM088285
  • Amgen

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Keywords:

  • Cycloadditionen;
  • Heterocyclen;
  • Homogene Katalyse;
  • Übergangsmetalle
Thumbnail image of graphical abstract

Verschiedenartig substituierte Cyclohepta[b]indole wurden in einer Tandemreaktion aus Indolanellierung und [4+3]-Cycloaddition aus Propargylethern und Dienen hergestellt (siehe Schema; Boc=tert-Butoxycarbonyl). Acyclische sowie cyclische Diene können in der [4+3]-Cycloaddition eingesetzt werden und liefern tri- bzw. tetracyclische Produkte. Elektronenarme Phosphan- oder Phosphitliganden erleichtern die Tandemreaktion.

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