Falenczyk, Carolin and Poelloth, Benjamin and Hilgers, Petra and Koenig, Burkhard (2015) MECHANOCHEMICALLY INITIATED ACHMATOWICZ REARRANGEMENT. SYNTHETIC COMMUNICATIONS, 45 (3). pp. 348-354. ISSN 0039-7911, 1532-2432
Full text not available from this repository. (Request a copy)Abstract
The Achmatowicz rearrangement converts furfuryl alcohols, obtainable from renewable carbohydrates, into 6-hydroxy-2H-pyrane-3(6H)-ones, which are versatile intermediates for organic synthesis. We describe here the first examples of a solvent-free mechanochemical Achmatowicz rearrangement. Furfuryl alcohols were prepared from furfurals using mechanochemically initiated reductions and Reformatsky reactions. Mechanochemical reaction conditions for the Achmatowicz rearrangement of the obtained furfuryl alcohols were optimized and applied to a series of derivatives, yielding the corresponding rearrangement products in yields of 39 to 95%.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | SOLID ACID CATALYSTS; 6-HYDROXY-2H-PYRAN-3(6H)-ONES; REFORMATSKY; OXIDATION; VARIETY; SOLVENT; FURANS; Achmatowicz rearrangement; ball mill; furfural; mechanochemistry; solvent-free |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 02 Aug 2019 11:13 |
| Last Modified: | 02 Aug 2019 11:13 |
| URI: | https://pred.uni-regensburg.de/id/eprint/6342 |
Actions (login required)
 |
View Item |
