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

Organic & Biomolecular Chemistry Pub Date: 2012-05-08 DOI: 10.1039/C2OB25709B

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.

Graphical abstract: One-pot synthesis of 2-aminoquinoline-based alkaloids from acetonitrile
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