Reaction of N-arylsulfonyl-p-quinonimines and semiquinoid compounds derived therefrom with arylsulfinic acids

N-Arylsulfonyl-2,3,5,6-tetrachloro-1,4-benzoquinonimines and 4-arylsulfonyl imino-2,3,5,6,6-pentachloro-2-cyclohexen-1-ones react with arylsulfinic aci ds regioselectively along 6,1-addition. With 4-arylsulfonylimino-2,3,5,6,6- pentachloro-2-cyclohexen-1-ones the 6,1 addition is preceded by nucleophili c substitution of chlorine in position 2. With N-arylsulfonyl-2,3-dichloro- 1,4-naphthoquinonimines, 4-arylsulfonyl-2,2,3-trichloro- 1,2,3,4-tetrahydro naphthalen-1-ones and 4-arylsulfonyl-2,2,3,3-tetrachloro-1,2,3,4-tetrahydro naphthalen-1-ones occurred nucleophilic substitution of chlorine in positio n 2 followed by 6,1-addition of arylsulfinic acid molecule.