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Synthesis of novel pyrazolo[5,1-b][1,3]benzothiazoles: a new pericyclic pathway.

  作者 Tekiner-Gulbas, Betul;Filak, Laszlo;Vasko, Gyongyver Agnes;Egyed, Orsolya;Yalcin, Ismail;Aki-Sener, Esin;Riedl, Zsuzsanna;Hajos, Gyorgy;  
  选自 期刊  Heterocycles;  卷期  2008年75-8, 7/30/08;  页码  2005-2012  
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[摘要]2-Benzylbenzothiazoles were easily N-aminated by tosyl hydroxylamine, and the obtained N-amino salts were reacted with Et orthoformate to give new derivs. of the pyrazolo[5,1-b][1,3]benzothiazole ring system, I (R = H, Me, Br, Cl, F, NO2). Mechanistic considerations suggest that the ring closure reaction proceeds via deprotonation of the N-amino salt followed by electrocyclization to provide the tricyclic ring system. The procedure opens an easy access to variously substituted derivs. of the target ring system.

 
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