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A three-component, Zn(OTf)2-mediated entry into trisubstituted 2-aminoimidazoles

Alexei Lukin, Anna Bakholdina, Anna Kryukova and 2 more

Beilstein Journal of Organic Chemistry · 2019

doi:10.3762/bjoc.15.103 (opens in a new tab)

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Abstract

A three-component reaction involving in situ generation of propargylureas and subsequent Zn(OTf)2-mediated cyclocondensation with a primary amine yielded trisubstituted 2-aminoimidazoles. These findings are in contrast to the previously reported base-promoted unimolecular cyclization of propargylureas (leading to 2-imidazolones) and extend the range of Lewis acid-catalyzed azole syntheses based on N-carbonyl propargylamines.

Abstract licence: CC BY

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