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  • 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
110213
Sigma-Aldrich
Acrylonitrile, ≥99%, contains 35-45 ppm monomethyl ether hydroquinone as inhibitor
Pricing and availability is not currently available.
320137
Sigma-Aldrich
Acrylonitrile, ≥99%, contains 35-45 ppm monomethyl ether hydroquinone as inhibitor
Pricing and availability is not currently available.
31564
Supelco
Acrylonitrile, analytical standard
Pricing and availability is not currently available.
40003
Supelco
Acrylonitrile solution, certified reference material, 5000 μg/mL in methanol
Pricing and availability is not currently available.