76060-06-5Relevant academic research and scientific papers
Competitive Cyclisations of Singlet and Triplet Nitrenes. Part 9. 2-(2-Nitrophenyl)-benzothiazoles and -benzimidazoles
Hawkins, David,Lindley, John M.,McRobbie, Ian M.,Meth-Cohn, Otto
, p. 2387 - 2391 (2007/10/02)
2-(2-Nitrophenyl)benzothiazole, produced by deoxygenation of the corresponding nitro-compound or by thermolysis or photolysis of the related azide, gives indazolobenzothiazole by attack on the benzothiazole nitrogen.Similar attack of the nitrene in 2-(2-nitrophenyl)benzimidazoles gives benzimidazoindazoles in good yield.However, with an appropriate 1-substituent in the benzimidazole (e.g.Me or CHMe2) the nitrene in its triplet state (generated by acetophenone-sensitised photolysis or by thermolysis of the azide bearing a 4-dimethylamino-group) preferentially attacks this substituent giving benzimidazoquinazolines.
