From Nitrobenzenes to Substituted 1,2,3,4-Tetrahydroquinolines in a Single Step by a Domino Reduction/Imine Formation/Aza-Diels – Alder Reaction

Publication Type
Journal contribution (peer reviewed)
Authors
Imrich, H.-G.; Conrad, J.; Bubrin, D; Beifuss, U.
Year of publication
2015
Published in
J. Org. Chem.
Band/Volume
80/
DOI
10.1021/jo502882y
Page (from - to)
2319-2332
Abstract

The three-component reaction between a nitrobenzene, an aldehyde, and a dienophile in the presence of iron powder as a reductant and montmorillonite K10 as a catalyst in aqueous citric acid delivers the products of an aza-Diels–Alder (Povarov) reaction with high endo-selectivity and yields up to 99%.

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