Issue 26, 2012
From the journal:

Organic & Biomolecular Chemistry

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

Takashi Tomioka,*a   Yusuke Takahashia  and  Toshihide Maejimaa  

* Corresponding authors

a Department of Chemistry and Biochemistry, University of Mississippi, University, MS 38677, USA
E-mail: tomioka@olemiss.edu
Fax: +1-662-915-7300
Tel: +1-662-915-5332

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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Article information

DOI
https://doi.org/10.1039/C2OB25709B
Article type
Paper
Submitted
10 Apr 2012
Accepted
06 May 2012
First published
08 May 2012

Org. Biomol. Chem., 2012,10, 5113-5118

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

T. Tomioka, Y. Takahashi and T. Maejima, Org. Biomol. Chem., 2012, 10, 5113 DOI: 10.1039/C2OB25709B

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