Issue 5, 2001
From the journal:

Green Chemistry

Water, a clean, inexpensive, and re-usable reaction medium. One-pot synthesis of (E)-2-aryl-1-cyano-1-nitroethenes

D. Amantini,a   F. Fringuelli,a   O. Piermatti,a   F. Pizzo*a  and  L. Vaccaroa  

* Corresponding authors

a Department of Chemistry, University of Perugia -, Perugia, Italy.
E-mail: pizzo@unipg.it;
Fax: +39 075 5855560;
Tel: +39 075 5855546

Abstract

The Knoevenagel addition of aryl aldehydes 1 with nitroacetonitrile 2 in water followed by dehydration of β-nitroalcohols 3, allows (E)-2-aryl-1-cyano-1-nitroethenes 4 to be prepared by a one-pot procedure without using organic solvents. The reuse of the aqueous medium makes this process inexpensive and highly environmentally friendly. The protocol was used to synthesize the benzo[b]pyrane [4,3-d][1,2]oxazine-2-oxide skeleton by a domino Knoevenagel–Diels–Alder process.

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Article information

DOI
https://doi.org/10.1039/B105522B
Article type
Paper
Submitted
25 Jun 2001
First published
13 Sep 2001

Green Chem., 2001,3, 229-232

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Water, a clean, inexpensive, and re-usable reaction medium. One-pot synthesis of (E)-2-aryl-1-cyano-1-nitroethenes

D. Amantini, F. Fringuelli, O. Piermatti, F. Pizzo and L. Vaccaro, Green Chem., 2001, 3, 229 DOI: 10.1039/B105522B

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