The anion of N-acetylthiomorpholine 2 was studied in photostimulated reactions with iodobenzene 1a and 1-iodonaphthalene 1b in DMSO, giving good yields of the substitution products 3a and 3b by the SRN1 mechanism. The reaction of 1a with 2 is also induced with FeBr2. 1-Iodoadamantane 4 did not react with the anion of N-acetylmorpholine, but reacted with 2 to give the substitution product 5 under irradiation. By competition experiments, ...
