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Synthesis 2025; 57(10): 1762-1768
DOI: 10.1055/a-2528-5236
DOI: 10.1055/a-2528-5236
paper
One-Pot Synthesis of Bio-based Styrenes from β-(Phenyl)-β-(phenylthio)propionic Acids via Neutral Ionic Liquid, Microwave Irradiation Triggered Cascade Decarboxylative Dehydrosulfenylation
Abstract
A direct, new and eco-friendly strategy for the one-step synthesis of methoxylated and hydroxylated styrenes from β-(phenyl)-β-(phenylthio)propionic acids is reported. This approach utilizes a neutral ionic liquid [hmim]Br-triggered cascade decarboxylative dehydrosulfenylation reaction under microwave irradiation, without the need for strong bases, acids and toxic metal oxidants, and eliminates the need for a phenolic group protection–deprotection strategy, thus offering an efficient route to bio-based commercially important FEMA GRAS approved vinylphenols. NMR studies suggest a concerted reaction mechanism.
Key words
ionic liquids - microwave irradiation - deprotected - decarboxylative dehydrosulfenylation - styrenesSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2528-5236.
- Supporting Information
Publication History
Received: 23 November 2024
Accepted after revision: 29 January 2025
Accepted Manuscript online:
29 January 2025
Article published online:
05 March 2025
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