1. |
- Adolfsson, Dan E., 1989-, et al.
(author)
-
Enhanement of amyloid fibril binding by ring expansion of thiazolino fused 2-pyridone peptidomimetics
-
Other publication (other academic/artistic)abstract
- Thiazolino fused 2-pyridones undergo thiazoline ring opening by reaction with 2-nitrobenzyl bromide through thi- oether attack, and base promoted fragmentation of the resulting sulfonium ions. Subsequent deprotonation of the benzylic carbon and intramolecular 1,4-addition leads to ring closure, generating dihydrothiazine fused 2-pyridones by net ring expansion of the thiazoline ring. Application of the ring expansion procedure to the pyridine and pyrimidine fused thiazolino 2-pyridones provided compounds with enhanced fibril binding activity.
|
|