An I2-mediated cascade reaction of 2'-bromoacetophenones with benzohydrazides/benzamides leading to quinazolino[3,2-b]cinnoline or tryptanthrin derivatives.

作者: Shenghai Guo , Jianhui Zhai , Xuesen Fan

DOI: 10.1039/C6OB02699K

关键词:

摘要: An efficient and facile protocol for the synthesis of quinazolinone-fused tetracyclic compounds through an iodine-mediated one-pot cascade reaction 2'-bromoacetophenones with 2-aminobenzohydrazides or 2-aminobenzamides is reported. With as substrates, gave 5H-quinazolino[3,2-b]cinnoline-7,13-diones in moderate to good yields under metal-catalyst-free conditions. substrates CuBr catalyst, on other hand, it afforded tryptanthrin derivatives efficiency. Mechanistically, formation systems initiated by iodination oxidation followed a procedure consisting cyclocondensation, aromatization intramolecular cyclization situ formed 2-bromoarylglyoxals 2-aminobenzamides, respectively.

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