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Facile synthesis of functionalized tetrahydroquinolines via domino Povarov reactions of arylamines, methyl propiolate and aromatic aldehydes

Jing Sun, Hong Gao, Qun Wu and 1 more

Beilstein Journal of Organic Chemistry · 2012

doi:10.3762/bjoc.8.211 (opens in a new tab)

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Abstract

In the presence of p-toluenesulfonic acid as catalyst the domino reaction of arylamines, methyl propiolates and aromatic aldehydes in ethanol proceeded smoothly to give polysubstituted 1,2,3,4-tetrahydroquinolines in moderate yields. The reaction is believed to involve the Povarov reaction of in situ generated β-enamino ester with the in situ formed aromatic imine.

Abstract licence: CC BY

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