2740-94-5Relevant articles and documents
Catalytic Asymmetric Synthesis of Quaternary Barbituric Acids
Del Pozo, Sandra,Vera, Silvia,Oiarbide, Mikel,Palomo, Claudio
supporting information, p. 15308 - 15311 (2017/11/06)
The catalytic asymmetric α-functionalization of prochiral barbituric acids, a subtype of pseudosymmetric 1,3-diamides, to yield the corresponding 5,5-disubstituted (quaternary) derivatives remains essentially unsolved. In this study 2-alkylthio-4,6-dioxopirimidines are designed as key 1,3-diamide surrogates that perform exceedingly in amine-squaramide catalyzed C-C bond forming reactions with vinyl ketones or Morita-Baylis-Hillmann-type allyl bromides as electrophiles. Mild acid hydrolysis of adducts affords barbituric acid derivatives with an in-ring quaternary carbon in unprecedented enantioselectivity, offering valuable materials for biological evaluations.
A simple and green procedure for the synthesis of N-benzylthioureas
De Sequeira Aguiar, Lucia C.,Viana, Gil M.,Dos Santos Romualdo, Marcus V.,Costa, Marcio V.,Bonato, Bruno S.
experimental part, p. 540 - 544 (2012/06/01)
A simple and efficient reaction protocol for the synthesis of N-benzylthioureas is described from benzylisothiocyanate (BITC: 94% pure/GC-MS), isolated from crushed papaya seeds.
A high-yielding and facile preparation of N-substituted thioureas by substitution of nitrosothioureas with alkylamines
Xian,Zhu,Li,Cheng
, p. 1957 - 1960 (2007/10/03)
High yields of N-mono- or di- alkyl substituted thioureas are readily achieved by the reaction of nitrosothioureas with alkylamines in acetonitrile at room temperature.