Synthesis of novel bisindolylmethanes: New carbonic anhydrase II inhibitors, docking, and 3D pharmacophore studies

Aerobic Oxidative Functionalization of Indoles

“…Bis-(indolyl)methane derivatives feature significant biological activities and have considerable applications in pharmaceuticals. [62] General accesses to this structural framework rely on the electrophilic substitution reaction of indoles with aromatic or aliphatic aldehydes and ketones with the aid of acid catalysts. Oxidative couplings of indoles with benzylic alcohols, [63] amines, [64] and ethers [65] provide alternatives to this kind of compounds.…”

“…As small molecules, they are believed as bacterial "smart phones" to allow bacteria to not only communicate but also monitor their external environment. [62] On the basis of the visible light-induced aerobic oxidative CÀ C bond cleavage of indoles, [149] Huang and coworkers reported one-pot synthesis of 4-quinolones starting from indoles (Scheme 70). [150] This cascade reaction involves a photocatalytic aerobic oxidation of indoles using visible light and the subsequent basepromoted Camps cyclization.…”

Catalyst-free visible-light-induced condensation to synthesize bis(indolyl)methanes and biological activity evaluation of them as potent human carboxylesterase 2 inhibitors

“…[46][47][48] Among them, using indoles and aldehydes as substrates is one of the most effective synthesis methods that received more attention. [49][50][51][52] Therefore, the rst purpose of this study is to develop facile pathway for the green synthesis of BIMs via the reaction of indole with aldehydes. Recently, visible light as a rich, readily available and renewable clean energy source, 53,54 has been widely utilized to promote various organic synthetic transformations.…”

Trinuclear Lanthanide Coordination Clusters: Single‐Molecule‐Magnet Behavior and Catalytic Activity in the Friedel‐Crafts Alkylation Reaction

“…Although homonuclear coordination clusters of 3 d metal ions have been proven to be an effective catalyst in many organic reactions, lanthanide coordination clusters have not been explored yet. Among the above mentioned organic reactions, Friedel‐Crafts alkylation leading to bis(indolyl)alkanes can be considered as an important reaction because these organic compounds can be found in many biologically active natural products and they are also an useful moiety in the design of drugs . Usually, bis(indolyl)methanes are synthesized by an electrophilic substitution reaction involving an indole and carbonyl compounds (aldehydes and ketones) in the presence of a Lewis acid catalyst and protic acid .…”

“…Among the above mentioned organic reactions, Friedel-Crafts alkylation leading to bis(indolyl)alkanes can be considered as an important reaction because these organic compounds can be found in many biologically active natural products and they are also an useful moiety in the design of drugs. [33][34][35][36][37] Usually, bis(indolyl)methanes are synthesized by an electrophilic substitution reaction involving an indole and carbonyl compounds (aldehydes and ketones) in the presence of a Lewis acid catalyst and protic acid. [38][39][40][41] Friedel-Crafts alkylation reaction provides an excellent route for such transformation.…”