A versatile thiouronium-based solid-phase synthesis of 1,3,5-triazines.
A thiouronium-based solid-phase synthesis of a 1,3,5-triazine scaffold has been developed. The key feature of the synthesis is the use of a readily accessible solid-supported thiouronium salt as a primary precursor for the stepwise assembly of the 1,3,5-triazine substrate. The sulfur linker employed in the synthesis is stable under both acidic and basic conditions and is versatile enough to provide access to monocyclic, bicyclic, and spirocyclic compounds with the 1,3,5-triazine scaffold. By using this synthetic strategy, a representative set of 79 compounds containing the 1,3,5-triazine scaffold were prepared.
Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543, Singapore.
Kah Hoe
KH
Kong
Chong Kiat
CK
Tan
Xijie
X
Lin
Yulin
Y
Lam
D020650:Combinatorial Chemistry Techniques; D015394:Molecular Structure; D060327:Solid-Phase Synthesis Techniques / Q000379:methods*; D013457:Sulfur Compounds / Q000737:chemistry*; D014227:Triazines / Q000138:chemical synthesis* / Q000737:chemistry
D013457:Sulfur Compounds; D014227:Triazines