Studies toward the imidazolyl-quinolone core of the bromotyrosine-derived alkaloid ceratinadin B
Year: 2026
Type: article
Abstract: A de novo synthesis of the imidazolyl quinolone core of the marine sponge-derived alkaloid ceratinadin B was developed from 1,4-dimethoxybenzene. An acid mediated Friedel-Crafts reaction of a γ-aminobutyric acid derivative provided an aryl ketone which after bromination gave rise to the 2-aminoimidazole via a Hantzsch reaction. Nitration and subsequent reduction delivered the corresponding aniline from which the quinolone was constructed via a Gould-Jacobs reaction. This short and efficient sequence sets the stage for an assault on ceratinadin B.
Source: Tetrahedron Letters
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
Estimated APC paid: $3,610
Awards: G1179245369, G1191611765, G1559871863, G2132361153, Upgrade of a 300 MHz NMR Spectrometer for Teaching and Research, Equipment: Helium Recovery Equipment: Efficient Recycling and Reuse of Liquid Helium in the Mississippi State University NMR Facility, G4992907256, G5648807998, MRI: Acquisition of the First 800 MHz NMR with Cryoprobe in the State of Mississippi for Biological and Chemical Research and Teaching, G6821664128, Upgrade of NMR Facilities for Research and Teaching, MRI: Track 1 Acquisition of a High-Resolution Quadrupole Time-of-Flight Mass Spectrometer with Diverse Inlet and Ionization Capabilities for Chemical Analyses, G8530817836, Approaches to heterocyclic rich anti-microbial natural products, G98318038
OpenAlex ID: W7204235580