Journal of the Chemical Society. Perkin transactions I p. 2601 - 2604 (1983)
Update date:2022-08-03
Topics:
Katritzky, Alan R.
Langthorne, Ronald T.
Muathin, Hussni A.
Patel, Ranjian C.
Aromatic amines with 2,4-diphenyl-5,6,7,8-tetrahydrochromenylium trifluoromethanesulphonate (5) gave the corresponding pyridinium salts (6; R = aryl) which were converted by base into the anhydrobases (7).Benzoyl chloride converted (7) into the new pyridinium anhydrobases (9).These anhydrobases (9) rearrangement at 150 deg C into the isomeric phenol enol ethers (10) which were readily hydrolysed to yield the corresponding phenols.The mechanistic and synthetic significance of the results are assessed.
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