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Synlett 1998; 1998(2): 135-136
DOI: 10.1055/s-1998-1610
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N-H Insertion Reactions of Rhodium Carbenoids: A Modified Bischler Indole Synthesis

Christopher J. Moody* , Elizabeth Swann
  • *Department of Chemistry, University of Exeter, Stocker Road, Exeter, EX4 4QD, U.K.; Fax 44 1392 263434; E-mail: c.j.moody@exeter.ac.uk
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Publication History

Publication Date:
31 December 2000 (online)

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Rhodium(II) acetate catalysed reaction of α-diazo-β-ketoesters with N-methylanilines results in carbenoid insertion into the N-H bond; the resulting α-(N-arylamino)ketones cyclise to give indoles upon treatment with acidic ion-exchange resin.

rhodium carbenoid - N-H insertion - indole

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