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

Takashi Tomioka, Yusuke Takahashi, Toshihide Maejima

Organic & Biomolecular Chemistry · 2012 · 42 citations · 22 references

Concepts

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.

References

22