Chem. J. Chinese Universities ›› 2000, Vol. 21 ›› Issue (7): 1052.

• Articles • Previous Articles     Next Articles

Synthesis of 1,2,4-Triazolo[3,2-d][1,5]benzoxazepine Compounds

LIU Xian-Jun, LIU Yi, DING Zong-Biao, WANG Quan-Rui   

  1. Department of Chemistry, Fudan University, Shanghai 200433, China
  • Received:1999-10-21 Online:2000-07-24 Published:2000-07-24

Abstract: Azocarbenium ions 3, prepared in situ from 4-chromanone arylhydrazones 1, cycloadd readily to the triple bond of nitriles forming3-spiro substituted 1,2,4-triazolium salts 4. The initial cycloadducts 4 cannot be isolated but undergo consecutive reactions, e.g. [1,2]-shifts and ensuing ring enlargement to provide 1,2,4-triazolo[3,2-d][1,5]benzoxazepine compounds 5a—5k, a kind of novel tricyclic heterocycles.

Key words: Azocarbenium ions, 1,3-Dipolar cycloaddition, [1,2]-Shift, 1,2,4-Triazolo[3,2-d][1,5]benzoxazepine

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