FeI2-Promoted Dehydrative Coupling and Iodocyclization Reaction of 4-Hydroxycoumarins and Propargyl Alcohols for the Synthesis of Chromone Derivatives

Abstract The reaction of 4-hydroxycoumarins with propargyl alcohols was studied by using FeI2. Chromone derivatives were obtained by a FeI2-promoted sequential transformation involving dehydrative coupling followed by iodocyclization. The FeI2-mediated iodocyclization of the coupling intermediates proceeded in a regioselective 6-endo-dig manner to give the chromone derivatives without the formation of coumarin derivatives.

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Publication Details

Journal
Synthesis
Published
2025-03-11
DOI
https://doi.org/10.1055/a-2556-3032
Primary Topic
Synthesis of Organic Compounds
Type
article
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article

FeI2-Promoted Dehydrative Coupling and Iodocyclization Reaction of 4-Hydroxycoumarins and Propargyl Alcohols for the Synthesis of Chromone Derivatives

Yousuke Yamaoka, Eito Yoshioka, Ayaka Yamada, Hideto Miyabe et al.
Synthesis
Synthesis of Organic Compounds
article

FeI2-Promoted Dehydrative Coupling and Iodocyclization Reaction of 4-Hydroxycoumarins and Propargyl Alcohols for the Synthesis of Chromone Derivatives

Yousuke Yamaoka, Eito Yoshioka, Ayaka Yamada, Hideto Miyabe, Reiko Tanaka, S. Matsuyama, Iori Tokunaga
article en

Abstract

Abstract The reaction of 4-hydroxycoumarins with propargyl alcohols was studied by using FeI2. Chromone derivatives were obtained by a FeI2-promoted sequential transformation involving dehydrative coupling followed by iodocyclization. The FeI2-mediated iodocyclization of the coupling intermediates proceeded in a regioselective 6-endo-dig manner to give the chromone derivatives without the formation of coumarin derivatives.

SynthesisVol. 57(12)
Openalex Percentile: Top 94%
Synthesis of Organic Compounds
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