Journal of the Chemical Society. Perkin transactions I p. 362 - 371 (1980)
Update date:2022-07-30
Topics:
Katritzky, Alan R.
Rahimi-Rastgoo, Soheila
Sabongi, Gebran J.
Fischer, Gerhard W.
β-p-Chloro-, β-p-bromo-, and β-2-chloro-5-nitrobenzoyl-vinyl chloride react with 3-hydroxypyridine to give quaternary salts which with base give the corresponding betaines.These betaines undergo thermal dimerisation and cycloadditions with mono- and di-enes at the 2,6- and 2,4-positions, respectively.The site-, regio-, and stereo-selectivity of these cycloadditions are discussed with reference to MO predictions.The β-aroylvinyl substituents in the adducts can be hydrolytically removed.
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