Continuing efforts on the improvement of Beckmann rearrangement of indanone oxime

Continuing efforts on the improvement of Beckmann rearrangement of indanone oxime

Continuing search for beneficial additive toward the Beckmann rearrangement (BR) of indanone oxime has revealed that common Lewis acid catalyst in methanesulfonyl chloride (MsCl) showed increasing efficiency in this ionic rearrangement. The new protocol with MsCl is superior to the classical phospho...

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Veröffentlicht in:Bioorganic & medicinal chemistry letters 2007-01, Vol.17 (2), p.448-452
Hauptverfasser: Torisawa, Yasuhiro, Nishi, Takao, Minamikawa, Jun-ichi
Format: Artikel
Sprache:eng
Schlagworte:
Amides - chemistry
Beckmann rearrangement
Catalysis
Chemistry
Condensed benzenic and aromatic compounds
Exact sciences and technology
Indanone
Indans - chemical synthesis
Mesylates
Methanesulfonyl chloride
Organic chemistry
Oxime
Oximes - chemical synthesis
Oximes - chemistry
Preparations and properties
Solvents
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Zusammenfassung:Continuing search for beneficial additive toward the Beckmann rearrangement (BR) of indanone oxime has revealed that common Lewis acid catalyst in methanesulfonyl chloride (MsCl) showed increasing efficiency in this ionic rearrangement. The new protocol with MsCl is superior to the classical phosphorus-based methods such as PPA and Eaton reagent, especially in the reaction of indanone oximes.
ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2006.10.019