Design and synthesis of polycyclic bisindoles via Fischer indolization and ring-closing metathesis as key steps. Issue 50 (14th December 2016) - Kotha, Sambasivarao
Graphical abstract: Highlights: Synthesized various polycyclic bisindoles via Fisher indolization. Fisher indolization was achieved under deep eutectic media. RCM is used for designing aza-polyquinanes. Atom economic process are employed for bisindole synthesis. Transannular cyclized product was isolated under ZnCl2 conditions. Abstract: Several bisindoles have been synthesized starting with a readily available tetracyclic dione via Fischer indolization and ring-closing metathesis as key steps. The Fischer indolization was achieved under deep eutectic reaction conditions using l -tartaric acid and dimethyl urea (30:70). Various indole derivatives synthesized here are C 2 -symmetrical in nature. Due to binding ability, most of the C 2 -symmetrical indole moieties exhibit inhibitory activities against to HIV-1 protease, Gram-positive bacteria Bacillus subtilis and Micrococcus luteus . These C 2 -symmetric new chemical entities play a special role in medicinal chemistry.