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、方便且有效的合成明显取代的6,7-二氢-5H-苯并[6,7]环庚[1,2- b ]吡啶和5,6-二氢苯并[ h ]喹啉体系的方法采用新的合成平台开发。该工艺包括使用高压 Q 管反应器，使 3-氧代-2-芳基亚肼基丙醛分别与苯并环庚酮和四氢萘酮前体进行乙酸铵介导的环缩合反应，该反应优于传统加热和微波辐射。该新颖的方案受益于其高原子效率、经济性、易于后处理、广泛的底物范围，并且也适用于克级合成。为了鉴定和确认新合成的目标化合物，利用了 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和5,6-二氢苯并-[ h ]喹啉衍生物6a-e的细胞毒性进行了初步研究对人类癌症的三种细胞系进行了检查；肺癌 (A549)、乳腺癌 (MCF-7) 和结肠癌 (HCT-116)，通过应用 MTT 比色测定。所取得的结果反映了本研究中制备的化合物对抗癌细胞的前景，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分别对 MCF-7 和 A549 癌细胞表现出有希望的细胞毒性，而 HCT-116（结肠）癌细胞则受到 5,6-二氢苯并[ h ]喹啉衍生物6c,d的某些例子的抑制。 这些有希望的结果可以为进一步研究抗癌药物的设计奠定良好的基础。