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

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.

SUBMITTER: Lukin A

PROVIDER: S-EPMC6541334 | biostudies-literature | 2019

REPOSITORIES: biostudies-literature

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

Lukin Alexei A Bakholdina Anna A Kryukova Anna A Sapegin Alexander A Krasavin Mikhail M

Beilstein journal of organic chemistry 20190507

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. ...[more]

PMID: 31164943

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