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Synthesis 2003(8): 1286-1291
DOI: 10.1055/s-2003-39408
FEATUREARTICLE
© Georg Thieme Verlag Stuttgart ˙ New York

The Reactivity of 4-Hydroxycoumarin under Heterogeneous High-Intensity Sonochemical Conditions [1]

Giancarlo Cravotto*a, Gian Mario Nanoa, Giovanni Palmisanob, Silvia Tagliapietraa
a Dipartimento di Scienza e Tecnologia del Farmaco, Università di Torino, Via Giuria 9, 10125 Torino, Italy
Fax: +39(11)6707687; e-Mail: giancarlo.cravotto@unito.it ;
b Dipartimento di Scienze Chimiche, Fisiche e Matematiche, Università dell’Insubria, Via Valleggio 11, 22100 Como, Italy.
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Publication History

Received 11 January 2003
Publication Date:
26 May 2003 (online)

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Abstract

High-intensity ultrasounds have been employed in the synthesis of 4-hydroxycoumarin derivatives, using mainly water as reaction medium. Marked improvements of reaction rates, chemoselectivity and product yields have been observed on comparing sonochemical with ordinary conditions. In the alkylation of a series of allyl and benzyl bromides a pathway switch occured to yield 3-alkyl-4-hydroxycoumarin derivatives.

Key words

sonochemistry - ultrasounds - 4-hydroxycoumarin - coumarin derivatives - chemoselectivity

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