Degradation of 4,6-dimethyldibenzothiophene (DMDBT), persistent sulfur contaminant in fuel oils has been achieved in non-polar phase by laser-irradiating DMDBT alone and in the presence of hydrogen peroxide and molecular oxygen. The most efficient degradation in the presence of molecular oxygen is judged to be the first example of self-sensitized photo-oxygenation of thiophenes, in which DMDBT sequentially acts as 1O2 sensitizer and reactant.