CAPTODATIVE SUBSTITUENT EFFECTS - XV. GENERALISATION OF BRIDGED DEHYDRODIMERISATION BY VARYING RADICOPHILES AND POLARITY OF ATTACKING RADICALS

Article abstract of DOI:10.1016/S0040-4020(01)96455-5

Captodative olefins efficiently trap both electrophilic or nucleophilic radicals, i. e. various thiyl, acetyl, acetamidomethyl and N-methylanilinomethyl radicals.In the first three cases, good yields of adductdimers 4 are formed and these reactions are preparatively useful.In the last case when anilinomethyl radicals are formed at 140 deg C, also dismutation or double adduct 5 formation may occur depending on the choice of c and d groups in 2.