6095-81-4Relevant articles and documents
Zinc Powder Catalysed Formylation and Urealation of Amines Using CO2 as a C1 Building Block?
Du, Chongyang,Chen, Yaofeng
, p. 1057 - 1064 (2020/06/30)
Transformation of CO2 into valuable organic compounds catalysed by cheap and biocompatible metal catalysts is one of important topics of current organic synthesis and catalysis. Herein, we report the zinc powder catalysed formylation and urealation of amines with CO2 and (EtO)3SiH under solvent free condition. Using 2 molpercent zinc powder as the catalyst, a series of secondary amines, both the aromatic ones and the aliphatic ones, can be formylated into formamides. When primary aromatic amines were used as the substrates, the reactions produce urea derivatives. The electronic and steric effects from the substrates on the formylation and urealation reactions were observed and discussed. The recovery and reusability of zinc powder were investigated, showing the zinc powder can be reused in the formylation reaction without loss of catalytic activity. The analysis on the reactants/products mixture after filtering out the zinc powder showed the zinc concentration in the mixture is low to 1 ppm. The pathways for the formylation and urealation of amines with this catalytic system were also investigated, and related to the different substrates.
N,N′-disubstituted ureas: Influence of substituents on the formation of supramolecular polymers
Lortie, Frederic,Boileau, Sylvie,Bouteiller, Laurent
, p. 3008 - 3014 (2007/10/03)
Symmetrical N,N′-disubstituted ureas have been synthesized and characterized. Among them, the branched dialkylureas prepared are highly soluble in organic media. Moreover, the solutions obtained are very viscous in heptane, if the branched alkyl groups are not too bulky (i.e. a methyl group on the α carbon, or an ethyl group on the β carbon). Due to the strong, bifurcated hydrogen bonds between the urea moieties, linear supramolecular polymers are formed. The degree of association of these supramolecular polymers has been determined by FTIR spectroscopy.
SELECTIVITY IN CYCLOADDITIONS-X. REGIOCHEMISTRY OF CYCLOADDITIONS OF NITRILE OXIDES TO THIOPHENE AND BENZOTHIOPHENE 1,1-DIOXIDES
Albini, F. Marinone,Ceva, P.,Mascherpa, A.,Albini, E.,Caramella, P.
, p. 3629 - 3639 (2007/10/02)
Thiophene-1,1-dioxide undergoes regioselective cycloaddition to benzonitrile oxide.In the reaction with the less reactive mesitonitrile oxide the sulfur dioxide deriving from the dimerization of the dipolarophile causes a catalytic decomposition of the ni