A novel facile solid-phase strategy for the synthesis of N,N′,N″-substituted guanidines

Autor:	John Paul Kilburn, Jesper Lau, Raymond C. F. Jones
Rok vydání:	2002
Předmět:	chemistry.chemical_classification Triphenylphosphine dichloride Aryl Organic Chemistry Biochemistry Desulfurisation chemistry.chemical_compound chemistry Thiourea Yield (chemistry) Drug Discovery Trifluoroacetic acid Organic chemistry Amine gas treating Alkyl
Zdroj:	Tetrahedron. 58:1739-1743
ISSN:	0040-4020
DOI:	10.1016/s0040-4020(02)00033-9
Popis:	A new facile solid-phase synthesis of N,N′,N″-substituted guanidines from an immobilised amine component is described. The resin-bound amine was reacted with di-(2-pyridyl)thionocarbonate to generate the isothiocyanate which was treated with aryl/alkyl amines to yield the corresponding resin-bound thiourea. Desulfurisation of the thiourea was readily achieved by treatment with triphenylphosphine dichloride, and further reaction with aryl/alkyl amines followed by acidic cleavage with trifluoroacetic acid yielded N,N′,N″-substituted guanidines of excellent purity and in good yield.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::1c0c3be9e4d29b91cc05f08ecf54fd8b https://doi.org/10.1016/s0040-4020(02)00033-9 Zobrazit plný text záznamu Full Text from ScienceDirect