Pd/C-Catalyzed Carbonylative Esterification of Aryl Halides with Alcohols by Using Oxiranes as CO Sources

A carbonylative esterification reaction between aryl bromides and alcohols, promoted by Pd/C and NaF in the presence of oxiranes, has been developed. In this process, oxiranes serve as sources of carbon monoxide by their conversion to aldehydes through a palladium‐promoted Meinwald rearrangement pat...

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Veröffentlicht in:Chemistry : a European journal 2016-04, Vol.22 (18), p.6234-6238
Hauptverfasser: Min, Byul-Hana, Kim, Dong-Su, Park, Hyo-Soon, Jun, Chul-Ho
Format: Artikel
Sprache:eng
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Zusammenfassung:A carbonylative esterification reaction between aryl bromides and alcohols, promoted by Pd/C and NaF in the presence of oxiranes, has been developed. In this process, oxiranes serve as sources of carbon monoxide by their conversion to aldehydes through a palladium‐promoted Meinwald rearrangement pathway. Intramolecular versions of this process serve as methods for the synthesis of lactones and phthalimides. CO gas free! A carbonylative esterification reaction between aryl bromides and alcohols, promoted by Pd/C and NaF in the presence of oxiranes, has been developed. In this process, oxiranes serve as sources of carbon monoxide by their conversion to aldehydes through a palladium‐promoted Meinwald rearrangement pathway (see scheme).
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201600570