Journal
RSC ADVANCES
Volume 4, Issue 21, Pages 10912-10917Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c3ra47211f
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- CSIR, New Delhi, India [02(0067)/12/EMR-II]
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A series of anti-2,3-dihydro-1,2,3-trisubstituted-1H-naphth [1,2-e][1,3] oxazine derivatives 6 were exclusively obtained in high yields for the first time through multicomponent reactions (MCRs) of 2-naphthol, aromatic aldehydes and electron rich primary amines in ethanol at room temperature using CCl3COOH as catalyst. The same reaction could be conducted effectively in solvent-free medium at 100 degrees C. The stereochemistry of the two hydrogens connected to C-2 and C-4 (1,3) positions of the oxazine ring are identified as anti-orientation by single crystal XRD, COSY and NOESY analysis.
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