- One-pot synthesis of 2-aminoquinoline-based alkaloids from acetonitrile.
One-pot synthesis of 2-aminoquinoline-based alkaloids from acetonitrile.
Organic & biomolecular chemistry (2012-05-24)
Takashi Tomioka, Yusuke Takahashi, Toshihide Maejima
PMID22618350
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.
MATERIALS
Product Number
Brand
Product Description
Sigma-Aldrich
Acrylonitrile, ≥99%, contains 35-45 ppm monomethyl ether hydroquinone as inhibitor
Sigma-Aldrich
Acrylonitrile, ≥99%, contains 35-45 ppm monomethyl ether hydroquinone as inhibitor