4300-46-3Relevant academic research and scientific papers
Urea anions: Simple, fast, and selective catalysts for ring-opening polymerizations
Lin, Binhong,Waymouth, Robert M.
supporting information, p. 1645 - 1652 (2017/02/10)
Aliphatic polyesters and polycarbonates are a class of biorenewable, biocompatible, and biodegradable materials. One of the most powerful methods for accessing these materials is the ring-opening polymerization (ROP) of cyclic monomers. Here we report that the deprotonation of ureas generates a class of versatile catalysts that are simultaneously fast and selective for the living ring-opening polymerization of several common monomers, including lactide, δ-valerolactone, ε-caprolactone, a cyclic carbonate, and a cyclic phosphoester. Spanning several orders of magnitude, the reactivities of several diaryl urea anions correlated to the electron-withdrawing substituents on the aryl rings. With the appropriate urea anions, the polymerizations reached high conversions (～90%) at room temperature within seconds (1-12 s), yielding polymers with narrow molecular weight distributions (Crossed D sign = 1.06 to 1.14). These versatile catalysts are simple to prepare, easy to use, and exhibit a range of activities that can be tuned for the optimal performance of a broad range of monomers. (Chemical Equation Presented).
Cu(acac)2-catalyzed N-arylations of phenylurea with aryl boronic acid
Gavade, Sandip,Balaskar, Ravi,Mane, Madhav,Pabrekar, Pramod N.,Mane, Dhananjay
experimental part, p. 1704 - 1714 (2012/05/05)
Cu(acac)2 activates aryl boronic acids for the reaction with NH2-phenylurea without additional ligand and heating. The procedure is simple, general, ligand-free, milder than the palladium-catalyzed arylation, and avoids the use of toxic phosphine ligands. Copyright Taylor & Francis Group, LLC.
Microwave assisted, solvent- and ligand-free copper catalyzed N-arylation of phenylurea with aryl halides
Gavade, Sandip,Shingare, Murlidhar,Mane, Dhananjay
experimental part, p. 4167 - 4170 (2012/02/16)
An inexpensive and efficient catalyst system has been developed for the N-arylation of phenylurea including a variety of aryl halides. This simple protocol uses Cu2O as the catalyst, microwave assisted, solvent- and ligand-free, K3PO4.H2O as the base.
An efficient method for the N-arylation of phenylurea via copper catalyzed amidation
Gavade, Sandip N.,Balaskar, Ravi S.,Mane, Madhav S.,Pabrekar, Pramod N.,Shingare, Murlidhar S.,Mane, Dhananjay V.
experimental part, p. 675 - 678 (2012/01/13)
The coupling reaction of phenylurea with different functionalized aryl halides in the presence of air stable CuI, N,N-dimethylethylenediamine as a ligand, and K3PO4 as a base gives symmetrical and unsymmetrical diarylureas in relatively high yields. This method is milder than the palladium catalyzed arylation and avoids the use of toxic phosphine ligands.
Microwave assisted, ligand free, copper catalyzed reaction of aryl halides with phenyl urea
Gavade, Sandip N.,Balaskar, Ravi S.,Mane, Madhav S.,Pabrekar, Pramod N.,Shingare, Murlidhar S.,Mane, Dhananjay V.
experimental part, p. 292 - 295 (2012/01/05)
The ligand free coupling reaction of phenyl urea with different functionalized aryl halides in the presence of air stable Cu2O and t-BuOK as a base gives symmetrical and unsymmetrical diarylureas in relatively high yields. This method is milder than the palladium catalyzed arylation and avoids the use of toxic phosphine ligand.
Copper-catalyzed arylation of phenylurea using KF/Al2O3
Hosseinzadeh, Rahman,Sarrafi, Yaghoub,Mohadjerani, Maryam,Mohammadpourmir, Fatemeh
, p. 840 - 843 (2008/04/13)
A mild and efficient method for the copper-catalyzed arylation of phenylurea is described. The coupling reaction of phenylurea with different functionalized aryl iodides in the presence of air stable CuI, N,N′-dibenzylethylenediamine as a ligand, and KF/Al2O3 as a base gives symmetrical and unsymmetrical diarylureas in relatively high yields.
Synthesis and structure activity relationships in diphenylureas against Culex quinouefasciatus
Minatchy, S.,Mathew, Nisha
, p. 1066 - 1068 (2007/10/03)
Substituted diphenylureas 1-23 have been synthesised from isocyanates generated from azides of benzoic acid and 4-chlorobenzoic acid with aniline, and 4-chloro-, 2-trifluoromethyl-, 3-trifluoromethyl, 4-phenoxy-, 2,4-dichloro-, 2,5-dichloro-, 3,4-dichloro-, 3-chloro-4-methoxy-, 3-chloro-2-methyl-, 3-chloro-4-methyl- and 4-nitro-anilines. All the compounds have been tested for insect growth regulating (IGR) activity against early third instar larvae of Culex quinquefasciatus, the human filariasis vector. Compounds 15 and 19 exhibit 100 percent emergence inhibition at 1 ppm concentration against Cx quinquefasciatus larvae. These compounds may play a useful role in mosquito control by maintaining the vector populations at a minimum level.
