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Nucleophilic Substitution of Oxazino-/Oxazolino-/Benzoxazin [3,2-b]indazoles: An Effective Route to 1H-Indazolones

  作者 DONALD MICHAEL B; CONRAD WAYNE E; OAKDALE JAMES S; BUTLER JEFFREY D; HADDADIN MAKHLUF J; KURTH MARK J  
  选自 期刊  Organic Letters;  卷期  2010年12-11;  页码  2524-2527  
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[摘要]A variety of nucleophiles, thiolates, alkoxides, amines, iodide, and cyanide, react with oxazino-, oxazolino-, and benzoxazin[3,2-b]indazoles under microwave conditions to yield a diverse set of 2-substituted 1H-indazolones. The synthetic utility of these indazoles is further demonstrated by ANRORC (addition of the nucleophile, ring-opening, and ring closure) reactions to yield isomeric pyrazoloindazolones by a process wherein iodide acts first as a nucleophile and subsequently as a leaving group.

 
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