Back to Search
Start Over
Mannich‐Type Condensation and Domino Quinazolinone‐Amidine Rearrangement Affords Ring‐Fused Mackinazolinones with Anti‐Amoebic Activity.
- Source :
-
Advanced Synthesis & Catalysis . 12/19/2023, Vol. 365 Issue 24, p4567-4575. 9p. - Publication Year :
- 2023
-
Abstract
- A three‐step synthesis of anti‐amoebic, ring‐fused mackinazolinones has been developed. A Mannich‐type reaction between quinazolin‐4‐ones and N‐Cbz propanal in the presence of AgOTf afforded quinazolinones (19–94% isolated yield) bearing a newly formed heterocycle with an alkylamine appendage that, upon N‐Cbz deprotection and basification, triggered a domino rearrangement to afford 45 separable, ring‐fused products. Several compounds inhibited growth of Naegleria fowleri parasites that can cause a lethal human brain infection. Thus, the methodology provides immediate access to a promising anti‐amoebic scaffold. [ABSTRACT FROM AUTHOR]
- Subjects :
- *NAEGLERIA fowleri
*QUINAZOLINONES
*CONDENSATION
*PROPIONALDEHYDE
Subjects
Details
- Language :
- English
- ISSN :
- 16154150
- Volume :
- 365
- Issue :
- 24
- Database :
- Academic Search Index
- Journal :
- Advanced Synthesis & Catalysis
- Publication Type :
- Academic Journal
- Accession number :
- 174346165
- Full Text :
- https://doi.org/10.1002/adsc.202300994