New insights into homopiperazine-based 5-HT_1A/5-HT₇R ligands: synthesis and biological evaluation

Photosensitized Intramolecular [2+2] Cycloaddition of 1H-Pyrrolo[2,3-b]pyridines Enabled by the Assistance of Lewis Acids

“…1 H -Pyrrolo­[2,3- b ]­pyridine (7-azaindole) derivatives are common structural motifs in many bioactive natural products, useful pharmaceuticals, and agrochemicals. − On the other hand, in conjunction with a recent trend in drug discovery, i.e., “escape from flatland” concept, conformationally restricted small-ring-fused compounds have also attracted much attention in modern medicinal chemistry. , Cyclobutane-fused compounds form an important core of such compounds because of the balance they strike between the inherent rigidity of a small-ring compound and the greater stability toward ring-opening reactions compared with cyclopropane derivatives . Accordingly, novel cyclobutane-fused 1 H -pyrrolo­[2,3- b ]­pyridine frameworks may be of interest in bioactive screening for new pharmaceutical candidates.…”

“….1 H NMR (400 MHz, CDCl 3 ): δ 8.20 (d, J = 6.0 Hz, 1H), 6.52 (d, J = 6.0 Hz, 1H), 4.64 (dt, J d = 2.9, J t = 6 4. Hz, 1H), 3.84 (s, 3H), 3.73−3.67 (m, 1H), 3.14−3.04 (m, 1H), 2.91−2.82 (m, 1H), 2.57−2.52 (m, 1H), 2.31−2.14 (m, 2H), 1.95 (ddd, J = 12.2, 8.7, 7.4 Hz, 1H), 1.66−1.57 (m, 1H).13 C{ 1 H} NMR (100 MHz, CDCl 3 ): δ 170.6 (C), 161.5 (C), 160.8 (C), 149.0 (CH), 115.5 (C), 103.6 (CH), 61.9 (CH), 55.3 (CH 3 ), 36.4 (CH 2 ), 35.5 (CH 2 ), 32.5 (CH), 30.2 (CH), 26.4 (CH 2 ).…”

Synthesis of 2,5-Disubstituted 6-Azaindoles from Substituted Aziridines via Intramolecular Cyclization

“…Azaindole structural units are found in natural marine products, and the importance of their derivatives is reflected in biologically active compounds as indole isosteres . Several strategies for azaindole synthesis have been reported by Reissert, Batcho-Leimgrube, Hemetsberger-Knitel, and Bartoli .…”

“…Compounds containing 6-azaindole show pharmacological activity , as HIV-1 inhibitors and have a characteristic photophysical property . The synthetic routes for these compounds are limited.…”