CAN-catalyzed microwave promoted reaction of indole with Betti bases under solvent-free condition and evaluation of antibacterial activity of the products

Synthesis of Indole-Coupled KYNA Derivatives via C–N Bond Cleavage of Mannich Bases

“…The work of Baruah et al [42][43][44] includes both pathways of TRAM (3) synthesis starting either from indole-based Mannich products (Scheme 1, route i) or naphthol-/phenol-based Mannich products (route ii). Thus, the investigation of similar reaction routes is outlined for the ethyl ester of KYNA as well, starting from the Mannich base of indole (route iii) or the Mannich base of KYNA (route iv).…”

“…Taking in consideration of previous works based on the Mannich bases of naphthol derivatives and the ortho-quinone methides (oQm) derived from them [40], an extension of the synthetic procedures applying a possible special oQm-derived from KYNA through its naphthol analogy and its Mannich bases [41]-was planned. As a base for these transformations, the syntheses of indole-and 2-naphthol-containing triarylmethane (TRAM) derivatives [42][43][44] were chosen. These TRAM derivatives could be synthesized through two similar pathways: (i) through the reaction of 2-naphthol and the Mannich base of indole or (ii) using the reaction of indole and the Mannich base of 2-naphthol.…”

Cascade Reaction of 2-Naphthols and Azirines: One-Pot Synthesis of C-3 Naphthol-Substituted Benzo[e]indoles

“…Notably, many valuable antifungal, antibacterial, and anticancer compounds are found to be C-3-substituted benzo­[ e ]­indole analogues . For example, when the C-3 of the benzo­[ e ]­indole nucleus was attached with alkylated naphthol or phenol, they exhibited good activity against Staphylococcus aureus bacteria, which are methicillin-resistant . This may be because most of the phenolic substances also have important biological activities against pathogens.…”

“…2 For example, when the C-3 of the benzo [e]indole nucleus was attached with alkylated naphthol or phenol, they exhibited good activity against Staphylococcus aureus bacteria, which are methicillinresistant. 3 This may be because most of the phenolic substances also have important biological activities against pathogens. In this context, it suggests that the compounds having both benzo [e]indole and naphthol moieties such as a πexpanded naphthol/benzo [e]indole biaryl will have attractive bioactivities.…”