title: TFA-sensitive arylsulfonylthiourea-assisted synthesis of N,N'-substituted guanidines.
abstract: An efficient synthesis of N,N'-substituted guanidine derivatives was developed via an aromatic sulfonyl-activated thiourea intermediate. The use of certain aromatic sulfonamides, such as PbfNH(2), as the key reagent to incorporate a TFA-labile guanidine protection group greatly facilitates solid-phase synthesis of N,N'-substituted guanidine compounds.
authors.affiliation: Biomolecular Structure Center, Department of Biochemistry, University of Washington, Seattle, Washington 98195, USA.
authors.forename: Jizhen
authors.initials: J
authors.lastname: Li
authors.forename: Guangtao
authors.initials: G
authors.lastname: Zhang
authors.forename: Zhongsheng
authors.initials: Z
authors.lastname: Zhang
authors.forename: Erkang
authors.initials: E
authors.lastname: Fan
mesh_terms: D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D006146:Guanidines / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D015394:Molecular Structure; D013449:Sulfonamides / Q000737:chemistry; D013890:Thiourea / Q000737:chemistry*; D014269:Trifluoroacetic Acid / Q000737:chemistry*
chemical_list: D006146:Guanidines; D007202:Indicators and Reagents; D013449:Sulfonamides; D014269:Trifluoroacetic Acid; D013890:Thiourea