Two‐Pot Synthesis of Indolizinoindole Derivatives via Lewis Acid‐Mediated Intramolecular Regioselective Cyclization of 3‐Acylpyrroles
Abstract A two‐pot method has been developed to access indolizino[8,7‐ b ]indole derivatives through Lewis acid‐mediated regioselective C5‐cyclization of 3‐acylpyrrole prepared from the feedstock materials. The overall reaction proceeds through amine‐catalyzed direct aldol reaction/Paal‐Knorr reaction/oxidation between succinaldehyde, aromatic aldehyde, and tryptamine in a sequential multicomponent fashion for N‐alkyl pyrrole followed by dearomative cyclization. A series of substituted indolizino[8,7‐ b ]indoles have been prepared with good yields and excellent regioselectivity.
Authors
- Eldhose Iype (ORCID: https://orcid.org/0000-0003-4451-2668)
- Monika Verma (ORCID: https://orcid.org/0000-0002-1873-1851)
- Imtiyaz Ahmad Shah
- Krishnan Rangan (ORCID: https://orcid.org/0000-0002-0518-8431)
- Indresh Kumar (ORCID: https://orcid.org/0000-0003-4621-1236)
- Bharti Khungar (ORCID: https://orcid.org/0000-0001-8542-3333)
Institutions
- Middle East College (OM)
- American University of the Middle East (KW)
- Birla Institute of Technology and Science - Hyderabad Campus (IN)
- Birla Institute of Technology and Science, Pilani (IN)
Publication Details
- Journal
- Asian Journal of Organic Chemistry
- Published
- 2025-02-04
- DOI
- https://doi.org/10.1002/ajoc.202400733
- Primary Topic
- Cyclopropane Reaction Mechanisms
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Department of Science and Technology, Ministry of Science and Technology, India