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Fischer indole synthesis in low melting mixtures.

Authors
  • Gore, Sangram
  • Baskaran, Sundarababu
  • König, Burkhard
Type
Published Article
Journal
Organic Letters
Publisher
American Chemical Society
Publication Date
Sep 07, 2012
Volume
14
Issue
17
Pages
4568–4571
Identifiers
DOI: 10.1021/ol302034r
PMID: 22905733
Source
Medline
License
Unknown

Abstract

Functionalized indoles are synthezised under mild conditions in a tartaric acid-dimethylurea melt. The melt serves as the solvent and as the catalyst. Under these reaction conditions, sensitive functional groups such as N-Boc, N-Cbz, or azides are stable, and indolenines are obtained regioselectively in excellent yields. The practical use of the method is demonstrated in the synthesis of the hormone melatonin.

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