A synthesis of benzo[e][1,2,4]triazines and 1,2,4-triazolospiro[4,5]deca-2,6,9-trien-8-ones has been developed from reactions of amidrazones with 2-chloro-1,4-benzoquinone in EtOAc containing 0.5 mL of piperidine. This highly regioselective and one-pot process provided rapid access to 1,2,4-triazolospiro[4,5]deca-2,6,9-trien-8-ones (60%–70%) and benzo[e][1,2,4]triazines (11%–18%). On reacting amidrazones with 5-hydroxy-1,4-naphthoquinone in an EtOAc/piperidine mixture, the reaction proceeded to give 5-hydroxy-2-(piperidin-1-yl)naphthalene-1,4-dione. The structures of the isolated products were proved by infrared, NMR (2D-NMR), mass spectra, and elemental analyses in addition to X-ray structure analysis. The reaction mechanisms are discussed. The anticancer screening of selected compounds showed broad-spectrum anticancer activity against most melanoma cancer cell lines, ovarian cancer OVCAR-3, central nervous system cancer SF-295 and U251, non-small cell lung cancer NCI-H23, renal cancer SN12C, and colon cancer HCT-15 and HCT-116. The selected compounds exhibited moderate to weak anticancer activity to other cell lines.

苯并[ e ] [1,2,4]三嗪和1,2,4-三唑并螺[4,5] deca-2,6,9-trien-8-ones的合成是由酰胺化with与2含0.5 mL哌啶的EtOAc中的-氯-1,4-苯醌。这种高度区域选择性和一锅法工艺可快速获得1,2,4-三唑并螺[4,5] deca-2,6,9-trien-8-ones（60％–70％）和苯并[ e]] [1,2,4]三嗪（11％–18％）。在酰胺/ with与5-羟基-1，4-萘醌在EtOAc /哌啶混合物中反应后，反应进行，得到5-羟基-2-（哌啶-1-基）萘-1，4-二酮。除X射线结构分析外，还通过红外，NMR（2D-NMR），质谱和元素分析证明了分离产物的结构。讨论了反应机理。所选化合物的抗癌筛选显示了针对大多数黑色素瘤癌细胞系，卵巢癌OVCAR-3，中枢神经系统癌SF-295和U251，非小细胞肺癌NCI-H23，肾癌SN12C和结肠癌HCT-15和HCT-116。所选择的化合物对其他细胞系表现出中等至弱的抗癌活性。