关键词:
SUBSTITUTED BENZOTHIAZOLES
HIGHLY EFFICIENT
DEOXYGENATION
CLEAVAGE
POLYMETHYLHYDROSILOXANE
BENZIMIDAZOLES
BENZOXAZOLES
DERIVATIVES
SECONDARY
AROYLBENZOTRIAZOLES
摘要:
The utility and advantages of benzotriazole methodology have been described for the practical synthesis of benzothiazoles. The two-step synthetic procedure includes nucleophilic acyl substitution followed by benzotriazole ring cleavage under the free radical condition and subsequent cyclization via elimination of molecular nitrogen (N-2). This protocol requires cheap and readily available reagents, and moreover easy to handle, thus can be used to teach undergraduate and postgraduate students about the importance of benzotriazole moiety in organic synthesis, ring cleavage chemistry, cyclization reactions, and use of industrial waste in free radical reactions. Students can also learn some important and common techniques useful in organic chemistry such as monitoring of organic reaction using thin-layer chromatography and UV, microwave (MW) technique for the synthesis, and column chromatography for the product isolation and structure determination through NMR, MS, and IR spectral analysis of the pure compounds.