One‐pot two‐step synthesis of fused thiazinofuranone linked geminal bis 1,2,3‐triazole hybrids and their in vitro cytotoxic screening

Abstract

In this study, a series of novel geminal bis 1,2,3-triazoles linked to 2H-furo [2,3-d][1,3]thiazine-2,4,5(1H,6H)-trione (3a-3m) were prepared in one pot)-trione (2) followed by Cu(I)-catalyzed azide-alkyne cycloaddition. The synthesized compounds were further explored for in vitro cytotoxic activity against PC3, A549, MCF-7, and HeLa cell lines and results revealed that the five compounds 3c, 3d, 3g, 3l, and 3m have displayed comparable in vitro cytotoxic activity with the standard drug Etoposide.

Catalytic 1,1-diazidation of alkenes

“…1a , right top). Until now, no efficient methods have been demonstrated with respect to this transformation 23 , although the obtained geminal diazides 24 – 26 can serve as energetic molecules 27 – 29 , their cycloaddition derivatives such as bistriazoles are biologically active molecules and ligands 30 – 32 , and they can also act as good precursors for the synthesis of valuable complicated molecules such as nitriles, amides, tetrazoles, pyridines, pyrazines, isoxazoles, and 1,3,4-oxadiazoles 24 – 26 . Thus, developing an efficient approach for direct 1,1-diazidation of alkenes is highly desirable for the synthesis of geminal diazide derivatives.…”

Synthesis and in vitro Antimicrobial Screening of Benzofuran-3(2H)-one Linked Geminal bis 1,2,3-Triazole Hybrid Derivatives

“…In particular, Lipeeva et al [40,41], Liang et al [42], Rama Kant et al [43] synthesized 1,2,3-triazole tethered benzofuranone hybrids and evaluated their antibacterial and other biological activities. Inspired by the aforementioned findings and driven by our continuous investigation into the development of new heterocycles as potential bioactive compounds [44][45][46][47][48], we designed and synthesized a series of novel compounds that incorporate benzofuranone, coupled with bis 1,2,3-triazole structural motifs, with the goal of creating potent antimicrobial agents.…”