Synthesis and anti-proliferative activity evaluation of novel benzo[ d ][1,3] dioxoles-fused 1,4-thiazepines

Expedition of sulfur‐containing heterocyclic derivatives as cytotoxic agents in medicinal chemistry: A decade update

“…From the in vitro cytotoxic analysis of all the synthesized derivatives, it was observed that compound 263 (Figure 33) emerged as the most promising candidate against Ec9706 (IC 50 : 8.23 µM) and Ec109 (IC 50 : 16.22 µM) esophageal squamous tumor cells. These cytotoxicity results were comparable to the reference drug 5‐FU against Ec9706 (IC 50 : 23.26 µM) and Eca109 (IC 50 : 30.25 µM) 299 …”

“…The in silico analysis of the lead molecule 262 was also carried out with the protein hSirt1 which indicated that 262 displayed optimal interactions with that of the target protein. 298 Owing to the medicinal importance of both the scaffolds, that is, 1,4-thiazepines and benzodioxoles, Wu et al 299 developed various 1,4-thiazepines fused with benzodioxoles by molecular hybridization approach. They also examined these synthesized analogs for their in vitro antitumor activity.…”

“…Owing to the medicinal importance of both the scaffolds, that is, 1,4‐thiazepines and benzodioxoles, Wu et al 299 developed various 1,4‐thiazepines fused with benzodioxoles by molecular hybridization approach. They also examined these synthesized analogs for their in vitro antitumor activity.…”

Synthesis of Benzo[e][1,4]thiazepines by Base-Induced Formal [4+3] Annulation Reaction of Aza-o-quinone Methides and Pyridinium 1,4-Zwitterionic Thiolates

“…13 C{ 1 H} NMR (100 MHz, CDCl 3 ): δ 164. 9,163.6,162.4 (d,J = 219.4 Hz),152.8,141.8,134.5,129.5,128.7 (d,J = 9.0 Hz),125.2,116.5 (d,J = 20.0 Hz),116.1 (d,J = 21.4 Hz),83.0,53.3,52.5,31.4,28.0 (d,J = 13.6 Hz,1H),3.81 (s,3H),3.76 (s,3H),3.40 (d,J = 13.6 Hz,1H),9H). 13 C{ 1 H} NMR (100 MHz, CDCl 3 ): δ 164.…”

Synthesis of Pyridothiazepines via a 1,5‐Dipolar Cycloaddition Reaction between Pyridinium 1,4‐Zwitterionic Thiolates and Activated Allenes

“…Interestingly, when the pyridinium 1,4-zwitterionic thiolate was switched from A1 to A2, a new reaction mode via a [5 + 2] pathway dominated the cyclization reaction, affording the pyridothiazepine as the sole product. Pyridothiazepines are important medium-sized heterocyclic compounds, [6] which are not readily available due to the entropic factors and non-bonding interactions associated in their transition states. [7] It is noteworthy that the [5 + 2]-cycloaddition reaction has only been sporadically reported in the literature due to the inherent difficulties in forming the seven-membered ring and most of them involve transition-metal catalysis.…”