Abstract
The ring-expansion reactions of heterocyclic ketoximes and carbocyclic ketoximes with several reductants such as AlHCl 2, AlH 3 (alane), LiAlH 4, LiAlH(OtBu) 3, and (MeOCH 2CH 2O) 2AlH 2Na (Red-Al) were examined. Among reductants, AlHCl 2 (LiAlH 4:AlCl 3 = 1:3) in cyclopentyl methyl ether (CPME) has been found to be a suitable reagent for the reaction, and the rearranged cyclic secondary amines were obtained in good to excellent yields.
Original language | English |
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Pages (from-to) | 7348-7355 |
Number of pages | 8 |
Journal | Molecules |
Volume | 17 |
Issue number | 6 |
DOIs | |
Publication status | Published - 2012 Jun |
Keywords
- Aluminum reductant
- Cyclopentyl methyl ether (CPME)
- Dichloroaluminum hydride (AlHCl )
- Rearrangement of oxime
- Ring-expansion of oxime
ASJC Scopus subject areas
- Analytical Chemistry
- Chemistry (miscellaneous)
- Molecular Medicine
- Pharmaceutical Science
- Drug Discovery
- Physical and Theoretical Chemistry
- Organic Chemistry