Bifunctional Iron Catalyst for Endoselective Cycloisomerization of Nucleophile-Functionalized Terminal Alkynes

The catalytic cycloisomerization of nucleophile-functionalized alkynes is a useful method for the synthesis of heterocyclic compounds with 100% atom economy. Group 8 catalysts give high endoselectivity in these transformations due to their ability to invoke metal-vinylidene intermediates. While many ruthenium and osmium catalysts have been reported, the iron counterpart is underdeveloped. Herein we report a well-defined molecular iron catalyst that can convert a variety of nucleophile-functionalized alkynes into the corresponding heterocycles in an endo-selective manner at ambient temperature and the mechanistic insight of the endoselectivity.

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Publication Details

Journal
ACS Catalysis
Published
2025-12-27
DOI
https://doi.org/10.1021/acscatal.5c08032
Primary Topic
Catalytic Alkyne Reactions
Type
article
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article

Bifunctional Iron Catalyst for Endoselective Cycloisomerization of Nucleophile-Functionalized Terminal Alkynes

Hector A. Garcia Mayerstein, Datong Song
ACS Catalysis
Catalytic Alkyne Reactions
article

Bifunctional Iron Catalyst for Endoselective Cycloisomerization of Nucleophile-Functionalized Terminal Alkynes

Hector A. Garcia Mayerstein, Datong Song
article en

Abstract

The catalytic cycloisomerization of nucleophile-functionalized alkynes is a useful method for the synthesis of heterocyclic compounds with 100% atom economy. Group 8 catalysts give high endoselectivity in these transformations due to their ability to invoke metal-vinylidene intermediates. While many ruthenium and osmium catalysts have been reported, the iron counterpart is underdeveloped. Herein we report a well-defined molecular iron catalyst that can convert a variety of nucleophile-functionalized alkynes into the corresponding heterocycles in an endo-selective manner at ambient temperature and the mechanistic insight of the endoselectivity.

ACS CatalysisVol. 16(2)
University of Toronto (CA)
Openalex Percentile: Top 33%
Catalytic Alkyne Reactions
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