Access to 2,3-Dihydropyridines\nInvolving Cyano Transformation\nRelay through Gold Catalysis Assisted by a Lewis Acid

A gold(I)-catalyzed cyclization of enynone-nitriles with\namines\nto 2,3-DHPs assisted by La(OTf)<sub>3</sub> has been developed. The\ncompatibility with abundant nucleophiles, high functional group tolerance,\nrapid assembly of molecular complexity, and late-stage functionalization\nof bioactive substances make this approach attractive for the construction\nof 2,3-DHPs, which have rarely been synthesized in the literature.\nThe reaction proceeds via cascade cyclization involving gold/Lewis\nacid cooperative activation of the alkene and the cyano moiety.

Publication Details

Journal
Figshare
Published
2024-12-10
DOI
https://doi.org/10.1021/acs.orglett.4c03716.s001
Primary Topic
Catalytic Alkyne Reactions
Type
article
Field-Weighted Citation Impact
0.00
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article

Access to 2,3-Dihydropyridines\nInvolving Cyano Transformation\nRelay through Gold Catalysis Assisted by a Lewis Acid

Figshare
Catalytic Alkyne Reactions
article

Access to 2,3-Dihydropyridines\nInvolving Cyano Transformation\nRelay through Gold Catalysis Assisted by a Lewis Acid

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Abstract

A gold(I)-catalyzed cyclization of enynone-nitriles with\namines\nto 2,3-DHPs assisted by La(OTf)<sub>3</sub> has been developed. The\ncompatibility with abundant nucleophiles, high functional group tolerance,\nrapid assembly of molecular complexity, and late-stage functionalization\nof bioactive substances make this approach attractive for the construction\nof 2,3-DHPs, which have rarely been synthesized in the literature.\nThe reaction proceeds via cascade cyclization involving gold/Lewis\nacid cooperative activation of the alkene and the cyano moiety.

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Clean water and sanitation
Openalex Percentile: Top 75%
Catalytic Alkyne Reactions
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Access to 2,3-Dihydropyridines\nInvolving Cyano Transformation\nRelay through Gold Catalysis Assisted by a Lewis Acid · Figshare (2024) | TGRS Research Map | TGRS