4.4 Article

Direct annulation and alkylation of indoles with 2-aminobenzyl alcohols catalyzed by TFA

Journal

TETRAHEDRON
Volume 67, Issue 24, Pages 4327-4332

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.02.067

Keywords

Annulation; Alkylation; Indole; Communesin; Alcohol

Funding

  1. Dartmouth College
  2. Walter and Constance Burke Foundation

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An efficient method for the annulation of indoles with 2-aminobenzyl alcohols, catalyzed by TFA, to furnish 5,6-fused indoline aminals is reported. This method can be extended to the alkylation of indoles at C3. 2-Aminobenzyl alcohols are used directly without recourse to protection of the aniline nitrogen or activation of the alcohol. (C) 2011 Elsevier Ltd. All rights reserved.

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