A novel, expedient and effective methodology for the synthesis of distinctly substituted 6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-b]pyridine and 5,6-dihydrobenzo[h]quinoline systems has been developed with a new synthetic platform. This process includes ammonium acetate-mediated cyclocondensation reactions of 3-oxo-2-arylhydrazonopropanals with benzosuberone and tetralone precursors, respectively, using the high-pressure Q-tube reactor, which has been found to be superior to both conventional heating and microwave irradiation. The novel protocol benefits from its high atom efficiency, economy, ease of workup, broad substrate scope and is also applicable to gram-scale synthesis. To identify and confirm the newly synthesized targeted compounds, the X-ray single-crystal as well as all possible spectroscopic methods were utilized. The cytotoxicity of the newly synthesized 6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-b]pyridine 4a–j and 5,6-dihydrobenzo-[h]quinolines derivatives 6a–e were preliminary examined toward three cell lines of human cancer; lung cancer (A549), breast cancer (MCF-7) and colon cancer (HCT-116), by applying the MTT colorimetric assay. The achieved results reflected the promising profile of the prepared compounds in this study against cancer cells and have shown that members from the synthesized 6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-b]pyridine 4a–j exhibited promising cytotoxicity’s against MCF-7, and A549 cancer cells respectively, while the HCT-116 (colon) cancer cells were inhibited by certain examples of 5,6-dihydrobenzo[h]quinoline derivatives 6c,d. These promising results could serve as a good primary base for further research into the design of anticancer drugs.

一种新颖，简便，有效的方法，用于合成明显取代的6,7-二氢-5 H-苯并[6,7]环庚[1,2- b ]吡啶和5,6-二氢苯并[ h]喹啉系统已经开发了一个新的合成平台。该方法包括使用高压Q-管反应器分别由乙酸铵介导的3-氧代-2-芳基肼基丙醛与苯并亚砜和四氢萘酮前体的环缩合反应，已发现该反应器优于常规加热和微波辐射。该新型方案得益于其高原子效率，经济性，后处理简便性，广泛的底物范围，并且还适用于克级合成。为了鉴定和确认新合成的目标化合物，使用了X射线单晶以及所有可能的光谱方法。新合成的6,7-二氢-5 H-苯并[6,7]环庚[1,2 - b ]吡啶4a–j的细胞毒性对5种人类癌症细胞系和5,6-二氢苯并[[ h ]喹啉衍生物6a-e进行了初步检查。通过应用MTT比色分析可检测出肺癌（A549），乳腺癌（MCF-7）和结肠癌（HCT-116）。获得的结果反映了本研究中制备的化合物对癌细胞的良好前景，并表明合成的6,7-二氢-5 H-苯并[6,7]环庚[1,2- b ]吡啶4a的成员–j分别显示出对MCF-7和A549癌细胞有希望的细胞毒性，而HCT-116（结肠）癌细胞则被5，6-二氢苯并[ h ]喹啉衍生物6c，d抑制。这些有希望的结果可以作为进一步研究抗癌药物设计的良好基础。