23126-25-2Relevant academic research and scientific papers
Hydrogen Peroxide-Mediated Rapid Room Temperature Metal-Free C(sp2)-H Thiocyanation of Amino Pyrazoles, Amino Uracils, and Enamines
Ali, Danish,Panday, Anoop Kumar,Choudhury, Lokman H.
, p. 13610 - 13620 (2020/11/27)
A rapid metal-and additive-free room temperature method for C(sp2)-H thiocyanation of aminopyrazoles, aminoisoxazole, aminoisothiazole, amino uracils, and aliphatic enamines has been developed in an aqueous medium using hydrogen peroxide as a benign oxidant and ammonium thiocyanate as a thiocyanating agent. On the other hand, the reaction of hydrogen peroxide and ammonium thiocyanate followed by one-pot addition of NaOH provides the corresponding disulfides in the case of amino azoles, and pyrimidine-fused 2-amino thiazoles were observed in the case of aminouracils. The salient features of this method are the use of an eco-friendly oxidant, reaction tunability to access different products, wide substrate scope, and good to very good yields.
Copper-Catalyzed Regioselective Direct C–H Thiolation and Thiocyanation of Uracils
Noikham, Medena,Yotphan, Sirilata
, p. 2759 - 2766 (2019/04/08)
A novel copper-catalyzed direct C–H thiolation and thiocyanation of uracils using disulfides and thiocyanate salts respectively as coupling partners are described. These reactions enable the C–H bond cleavage and C–S bond formation to proceed efficiently under relatively mild conditions, providing useful methods for a preparation of a series of thio-substituted at the C5 position of uracil derivatives. These protocols exhibit several merits including simple experimental procedures, readily accessible substrates and reagents, broad scopes, high yields, and excellent regioselectivity. Preliminary mechanistic studies revealed that a radical pathway is likely to be involved.
Iodine mediated an efficient and greener thiocyanation of aminopyrimidines by a modification of the Kaufmann's reaction
Rodríguez, Ricaurte,Camargo, Patricia,Sierra, César A.,Soto, Carlos Y.,Cobo, Justo,Nogueras, Manuel
experimental part, p. 2652 - 2654 (2011/06/10)
A new, safe, and efficient methodology for the thiocyanation of some aminopyrimidine derivatives has been implemented. The thiocyanation reactions proceeded at room temperature with high yields and selectivity. This route is a less toxic alternative to other common thiocyanation techniques because it uses molecular iodine as a halogen source, which is less reactive and easier to handle than chlorine or bromine.
