Sonochemical reformatsky reactions of α-bromoesters with sym-(keto)dibenzo-16-crown-5

Reactions of sym‐(keto)dibenzo‐16‐crown‐5 with ethyl α‐bromoesters, zinc dust and iodine in dioxane and/or tetrahydrofuran under irradiation by high intensity ultrasound (HIU) provide β‐hydroxy lariat ether esters in 79‐91% yields. HIU‐promoted Reformatsky reactions offer several advantages over cus...

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Veröffentlicht in:Journal of heterocyclic chemistry 2001-11, Vol.38 (6), p.1255-1258
Hauptverfasser: Ross, Nathan A., Bartsch, Richard A.
Format: Artikel
Sprache:eng
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Zusammenfassung:Reactions of sym‐(keto)dibenzo‐16‐crown‐5 with ethyl α‐bromoesters, zinc dust and iodine in dioxane and/or tetrahydrofuran under irradiation by high intensity ultrasound (HIU) provide β‐hydroxy lariat ether esters in 79‐91% yields. HIU‐promoted Reformatsky reactions offer several advantages over customary thermal reaction conditions.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.5570380603