An efficient, step-economical synthesis of β-carboline tethered imidazopyrido[3,4-]indoles from acetals

• Published in: New journal of chemistry Vol. 48; no. 25; pp. 11394 - 1146
• Main Authors: Vaishali, Banyal, Naveen, Sharma, Shubham, Singh, Manpreet, Malakar, Chandi C, Singh, Virender
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 24.06.2024; Royal Society of Chemistry
• Subjects: Acetals; Ammonium chloride; Cascade chemical reactions; Chemical reactions; Chemistry; Chemistry, Multidisciplinary; Fluorescence; Indoles; Physical Sciences; Science & Technology; POTENT; ZOLPIDEM; BIOLOGICAL EVALUATION; INHIBITORS; DERIVATIVES; DISCOVERY; SCAFFOLD; ALKALOIDS
• ISSN: 1144-0546; 1369-9261
• DOI: 10.1039/d4nj01467g

An efficient one-pot pseudo three component cascade annulation reaction has been devised to generate the fluorescent β-carboline tethered imidazopyrido[3,4- b ]indole derivatives. These scaffolds were afforded in high yields via one-pot cascade reaction of diversified β-carboline acetals with NH 4 Cl through the formation of three C-N bonds in a single operation. The current protocol is step-economical and offers high atom-economy, short reaction time and high structural diversity with excellent yields (57-90%). The synthesized compounds displayed promising photophysical properties and delivered luminescence quantum yield ( Φ F ) up to 55%. An efficient one-pot pseudo three component cascade annulation reaction has been devised to generate the fluorescent β-carboline tethered imidazopyrido[3,4- b ]indole derivatives.