This work focuses on the design, synthesis, and biological evaluation of novel heterocyclic compounds based on indole scaffolds. The first chapter details an efficient, stereoselective route to synthesize indole derivatives through Horner-Wadsworth-Emmons olefination and palladium-catalyzed C-H arylation, enabling the construction of complex structures like conjugated enynes and C-2-arylated indoles under mild conditions. The second chapter reports the synthesis and in vitro cytotoxicity of a series of N-amide-linked indole-benzimidazole-isoxazole hybrids, several of which exhibited potent anticancer activity against lung, breast, and prostate cancer cell lines, with structure-activity relationships highlighting the importance of electron-donating substituents for enhanced potency.
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