Synthesis of 7-alkoxy-4-trifluoromethylcoumarins via the von Pechmann reaction catalyzed by molecular iodine

Synthesis of 7-alkoxy-4-trifluoromethylcoumarins via the von Pechmann reaction catalyzed by molecular iodine

[Display omitted] The synthesis of a series of 7-alkoxy-4-trifluoromethylcoumarins via the von Pechmann reaction catalyzed by molecular iodine is described. The reaction protocol is simple, inexpensive and leads to the formation of the corresponding coumarin derivatives in good yield and high purity...

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Veröffentlicht in:Tetrahedron letters 2014-12, Vol.55 (49), p.6715-6717
Hauptverfasser: DeGrote, Jami, Tyndall, Stephen, Wong, Koon Fai, VanAlstine-Parris, Melissa
Format: Artikel
Sprache:eng
Schlagworte:
4-Trifluoromethylcoumarin
Byproducts
Coumarin
Derivatives
Fluorescent
Formations
Iodine
Molecular iodine
Purity
Synthesis (chemistry)
Tetrahedrons
von Pechmann condensation
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Zusammenfassung:[Display omitted] The synthesis of a series of 7-alkoxy-4-trifluoromethylcoumarins via the von Pechmann reaction catalyzed by molecular iodine is described. The reaction protocol is simple, inexpensive and leads to the formation of the corresponding coumarin derivatives in good yield and high purity. A key intermediate as well as several iodo byproducts were isolated.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.10.025