Interesting reaction of the indanone oximes under Beckmann rearrangement conditions.
Attempted Beckmann rearrangement of the 6-methoxyindanone oximes in conventional conditions resulted in the formation of the two kinds of unexpected products: 2-sulfonyloxyindanone and the dimeric product. Related rearrangement was also observed in the reaction with RhCl-trifluoromethansulfonic acid system.
Torisawa
Yasuhiro
Y
Process Research Laboratory, Second Tokushima Factory, Otsuka Pharmaceutical Co., Ltd, Kawauchi-cho, Tokushima 771-0182, Japan. torisawa@fact.otsuka.co.jp
Nishi
Takao
T
Minamikawa
Jun-ichi
J
D002384:Catalysis; D006912:Hydroxyquinolines / Q000737:chemistry; D007189:Indans / Q000737:chemistry*; D007202:Indicators and Reagents; D007536:Isomerism; D009682:Magnetic Resonance Spectroscopy; D010091:Oximes / Q000737:chemistry*; D015363:Quinolones
D006912:Hydroxyquinolines; D007189:Indans; D007202:Indicators and Reagents; D010091:Oximes; D015363:Quinolones; C010064:carbostyril