Synthesis of Linear 6-Allylated-7-hydroxycoumarins: para-Claisen Rearrangement of 2'-Allylated/Prenylated Derivatives of 4'-Prenyloxy Cinnamic Acid

Linear 6-allylated-7-hydroxycoumarins were synthesized by the para-Claisen rearrangement of 4'-prenyloxy cinnamic acid derivatives under refluxing condition in N,N-diethylaniline. This method eliminates the requirement for an additional Lewis acid, such as boron trifluoride etherate or trichloride, to convert 7-alkoxycoumarins into 7-hydroxycoumarins, unlike alternative techniques.

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Publication Details

Journal
Asian Journal of Chemistry
Published
2024-12-31
DOI
https://doi.org/10.14233/ajchem.2025.32937
Primary Topic
Synthesis of Organic Compounds
Type
article
Field-Weighted Citation Impact
0.00

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article

Synthesis of Linear 6-Allylated-7-hydroxycoumarins: para-Claisen Rearrangement of 2'-Allylated/Prenylated Derivatives of 4'-Prenyloxy Cinnamic Acid

Mrityunjoy Datta
Asian Journal of Chemistry
Synthesis of Organic Compounds
article

Synthesis of Linear 6-Allylated-7-hydroxycoumarins: para-Claisen Rearrangement of 2'-Allylated/Prenylated Derivatives of 4'-Prenyloxy Cinnamic Acid

Mrityunjoy Datta
article en

Abstract

Linear 6-allylated-7-hydroxycoumarins were synthesized by the para-Claisen rearrangement of 4'-prenyloxy cinnamic acid derivatives under refluxing condition in N,N-diethylaniline. This method eliminates the requirement for an additional Lewis acid, such as boron trifluoride etherate or trichloride, to convert 7-alkoxycoumarins into 7-hydroxycoumarins, unlike alternative techniques.

Asian Journal of ChemistryVol. 37(1)
University College for Women (IN)
University of Kalyani
Clean water and sanitation
Openalex Percentile: Top 76%
Synthesis of Organic Compounds
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Synthesis of Linear 6-Allylated-7-hydroxycoumarins: para-Claisen Rearrangement of 2'-Allylated/Prenylated Derivatives of 4'-Prenyloxy Cinnamic Acid — Mrityunjoy Datta · Asian Journal of Chemistry (2024) | TGRS Research Map | TGRS