Homolytic acylation of benzothiazole. A diagnostic criterion for the presence of acyl radicals

Abstract

Benzothiazole is acylated by acyl radicals obtained from aldehydes selectively in the 2-position. The nucleophilic character of acyl radicals is also confirmed by the higher reactivity of the 6-nitro-derivative. The high reactivity is useful in syntheses; this reaction can also be used as a diagnostic criterion for revealing the presence of acyl radicals in the oxidation of aldehydes with various oxidizing agents (O₂, Ce^IV, Cr^VI, or Mn^VI).