Preparation, Characterization, and Flash Vacuum Pyrolysis of Dibenzoxathiin 6-Oxide (Biphenylene Sultine)

Article abstract of DOI:10.1021/jo00324a031

Dibenz<1,2>oxathiin 6-oxide (2), previously proposed as an intermediate in the pyrolysis of dibenzothiophene 5,5-dioxide (1), has been prepared by the treatment of 1 with KOH in the presence of crown ether followed by an acid workup.The likely intermediacy of the dipotassium salt of 2-(2-hydroxyphenyl)benzenesulfinic acid is demonstrated.Flash pyrolysis of 2 gives dibenzofuran and dibenzothiophene in essentiallly the same ratio as when they are formed in the pyrolysis of 1, suggesting that both products arise from the intermediacy of 2.