title: Iodine-Mediated Intramolecular Dehydrogenative Coupling: Synthesis of N-Alkylindolo[3,2-c]- and -[2,3-c]quinoline Iodides.
abstract: An I2/TBHP-mediated intramolecular dehydrogenative coupling reaction is developed for the synthesis of a library of medicinally important 5,11-dialkylindolo[3,2-c]quinoline salts and 5,7-dimethylindolo[2,3-c]quinoline salts. The annulation reaction is followed by aromatization to yield tetracycles in good yield. This protocol is also demonstrated for the synthesis of the naturally occurring isocryptolepine in salt form.
authors: Department of Chemistry, Goa University , Goa 403 206, India.
authors: Prajesh S
authors: PS
authors: Volvoikar
authors: Department of Chemistry, Goa University , Goa 403 206, India.
authors: Santosh G
authors: SG
authors: Tilve
mesh_terms: D002384:Catalysis; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis* / Q000737:chemistry; D026121:Indole Alkaloids / Q000138:chemical synthesis / Q000737:chemistry; D007211:Indoles / Q000737:chemistry*; D007455:Iodine / Q000737:chemistry*; D015394:Molecular Structure; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D006576:Heterocyclic Compounds, 4 or More Rings; D026121:Indole Alkaloids; D007211:Indoles; D011804:Quinolines; C577868:isocryptolepine; D007455:Iodine