Intermolecular water attack to alkenylgold carbenes derived from 3-propargylindoles.

Lorena Renedo, Marta Solas, Samuel Suárez-Pantiga, Roberto Sanz

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Article in Beilstein journal of organic chemistry, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

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5 · Who and what money

Authors and funding

4 authors.

Lorena RenedoÁrea de Química Orgánica, Departamento de Química, Facultad de Ciencias, Universidad de Burgos, Pza. Misael Bañuelos s/n, 09001 Burgos, Spain.

Marta SolasÁrea de Química Orgánica, Departamento de Química, Facultad de Ciencias, Universidad de Burgos, Pza. Misael Bañuelos s/n, 09001 Burgos, Spain.

Samuel Suárez-PantigaÁrea de Química Orgánica, Departamento de Química, Facultad de Ciencias, Universidad de Burgos, Pza. Misael Bañuelos s/n, 09001 Burgos, Spain.

Roberto SanzÁrea de Química Orgánica, Departamento de Química, Facultad de Ciencias, Universidad de Burgos, Pza. Misael Bañuelos s/n, 09001 Burgos, Spain.ORCID https://orcid.org/0000-0003-2830-0892

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

An intermolecular hydroxylation of α,β-unsaturated gold carbene intermediates, generated from readily accessible 3-propargylindoles through a tandem 1,2-indole migration-hydroxylation sequence using water as an external nucleophile, has been developed. Under mild reaction conditions and employing gold(I) catalysts bearing bulky and electron-rich phosphine ligands, a significant range of hydroxy-functionalized indole derivatives was synthesized in high yields. Mechanistic studies support the selective addition of water to the β-position of the electrophilic α,β-unsaturated gold carbene intermediate, whereas competing attack at the carbene center or direct hydration of the activated alkyne was not observed.

Indexed as

alcoholsgold catalysishydroxylationindolesvinyl carbenes

Identifiers

PMID42745926

DOI10.3762/bjoc.22.98

PMCPMC13575338

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