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A Versatile Thiouronium‐Based Solid‐Phase Synthesis of 1,3,5‐Triazines
Author(s) -
Kong Kah Hoe,
Tan Chong Kiat,
Lin Xijie,
Lam Yulin
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201102097
Subject(s) - scaffold , triazine , linker , solid phase synthesis , combinatorial chemistry , salt (chemistry) , chemistry , organic chemistry , computer science , biochemistry , peptide , database , operating system
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.