A novel solid-phase synthesis of highly diverse guanidines: Reactions of primary amines attached to the T2*linker

Citation
S. Dahmen et S. Brase, A novel solid-phase synthesis of highly diverse guanidines: Reactions of primary amines attached to the T2*linker, ORG LETT, 2(23), 2000, pp. 3563-3565
Citations number
26
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
23
Year of publication
2000
Pages
3563 - 3565
Database
ISI
SICI code
1523-7060(20001116)2:23<3563:ANSSOH>2.0.ZU;2-Z
Abstract
[GRAPHICS] The reaction of primary amines with the T2* diazonium resin generates polym er-bound triazenes, which can in turn be acylated by the addition of isothi ocyanate. The formed thioureas are readily transformed into the correspondi ng guanidines by the reaction with amines in the presence of mercury(II) ox ide, tosyl chloride, or silver nitrate. This reaction sequence furnishes tr isubstituted guanidines that are potentially useful pharmacophores.