36339-39-6Relevant articles and documents
Photocatalytic synthesis of unsymmetrical thiourea derivativesviavisible-light irradiation using nitrogen-doped ZnO nanorods
Koohgard, Mehdi,Sarvestani, Abdollah Masoudi,Hosseini-Sarvari, Mona
supporting information, p. 14505 - 14512 (2020/09/21)
An efficient, mild, and environmentally friendly route has been developed for the synthesis of unsymmetrical thiourea derivatives in moderate yields by the reaction of tertiary aromatic and aliphatic amines with phenyl-iso-thiocyanate in the presence of N-ZnO as a photocatalyst under visible-light irradiation. This method provides a pathway to activate the tertiary aromatic and aliphatic aminesviaC-N bond cleavage.
A new scavenger resin for amines
Coppola, Gary M.
, p. 8233 - 8236 (2007/10/03)
Isatoic anhydride (1) can be attached to Merrifield resin by alkylation on its nitrogen. A maximum loading of 3.2 mmol of anhydride/g of 5 was achieved. This resin, due to the highly reactive anhydride moiety, completely removes primary and secondary aliphatic amines from reactions where they are used in excess.
Cycloaddition chemistry of 1,3-thiazolium-4-olate systems. Reaction with nitroalkenes and interpretation of results using PM3 calculations
Avalos, Martin,Babiano, Reyes,Cabanillas, Andres,Cintas, Pedro,Higes, Francisco J.,Jimenez, Jose L.,Palacios, Juan C.
, p. 3738 - 3748 (2007/10/03)
1,3-Dipolar cycloaddition of 1,3-thiazolium-4-olates, readily prepared from thioureido derivatives, and trans-β-nitrostyrene at room temperature in methylene chloride (48 h) resulted in two readily separable diastereomeric racemic 4,5-dihydrothiophenes via transient cycloadducts that underwent rearrangement under these reaction conditions. Using chiral carbohydrate-derived nitroalkenes, two diastereomeric dihydrothiophenes were obtained, showing that regiospecificity and facial selectivity were involved in these cycloadditions. 1H NMR data and trapping experiments with isolated initial cycloadducts indicated that the cycloadditions were reversible and accounted for observed adduct and final product ratios. Single-crystal X-ray determinations established the structures of critical intermediates and products, and PM3 semiempirical MO calculations provide a rationalization for both the reactivity of the thiazolium-4-olates and the regioselectivity observed in the cycloadditions.