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One-pot synthesis of 2-aminoquinoline-based alkaloids from acetonitrile.

Authors
  • Tomioka, Takashi
  • Takahashi, Yusuke
  • Maejima, Toshihide
Type
Published Article
Journal
Organic & Biomolecular Chemistry
Publisher
The Royal Society of Chemistry
Publication Date
Jul 14, 2012
Volume
10
Issue
26
Pages
5113–5118
Identifiers
DOI: 10.1039/c2ob25709b
PMID: 22618350
Source
Medline
License
Unknown

Abstract

α-Diaminoboryl carbanions, readily prepared from acetonitrile, stereoselectively convert 2-nitrobenzaldehydes into nitrophenyl (Z)-acrylonitriles. Subsequent reductive cyclization leads to a series of 2-aminoquinoline derivatives. The entire procedure is practically operated in a single flask.

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