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Sonochemical reformatsky reactions of α‐bromoesters with sym‐(keto)dibenzo‐16‐crown‐5
Author(s) -
Ross Nathan A.,
Bartsch Richard A.
Publication year - 2001
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570380603
Subject(s) - chemistry , reformatsky reaction , crown ether , zinc , tetrahydrofuran , iodine , ether , medicinal chemistry , organic chemistry , ion , solvent
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.
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