4172-92-3Relevant academic research and scientific papers
Ultrasonic-assisted synthesis of carbodiimides from N,N′-disubstituted thioureas and ureas
Duangkamol, Chuthamat,Pattarawarapan, Mookda,Phakhodee, Wong
, p. 1945 - 1949 (2016)
A facile and efficient sonochemical method for the preparation of carbodiimides from their corresponding thioureas or ureas was described. Using Ph3P–I2 combination in the presence of triethylamine, various diaryl, aryl–alkyl, as well as dialkyl substituted substrates could be converted into carbodiimides in good-to-excellent yields within short reaction times under mild conditions with simple experimental setup. Graphical abstract: [Figure not available: see fulltext.]
Palladium-catalyzed cross-coupling reaction of azides with isocyanides
Zhang, Zhen,Li, Zongyang,Fu, Bin,Zhang, Zhenhua
supporting information, p. 16312 - 16315 (2015/11/16)
An efficient palladium-catalyzed cross-coupling reaction of azides with isocyanides is developed, providing a general synthetic route to unsymmetric carbodiimides with excellent yields. This method shows a broad substrate scope, including not only aryl azides, but also unactivated benzyl and alkyl azides. Furthermore, from readily available substrates, Pd-catalyzed coupling with a tandem amine insertion cascade to obtain unsymmetric trisubstituted guanidines has been achieved in a one-pot fashion.
Pushing back the limits of hydrosilylation: Unprecedented catalytic reduction of organic ureas to formamidines
Pouessel, Jacky,Jacquet, Olivier,Cantat, Thibault
, p. 3552 - 3556 (2014/01/06)
Pushing back the limits: A novel catalytic transformation has been designed to prepare formamidine derivatives by reduction of substituted ureas with hydrosilanes. Simple iron catalysts based on commercially available iron salts and phosphine ligands prov
A versatile thiouronium-based solid-phase synthesis of 1,3,5-triazines
Kong, Kah Hoe,Tan, Chong Kiat,Lin, Xijie,Lam, Yulin
, p. 1476 - 1486 (2012/03/26)
A thiouronium-based solidphase synthesis of a 1,3,5-triazine scaffold has been developed. The key feature of the synthesis is the use of a readily accessible solid-supported thiouronium salt as a primary precursor for the stepwise assembly of the 1,3,5-tri-azine substrate. The sulfur linker employed in the synthesis is stable under both acidic and basic conditions and is versatile enough to provide access to monocyclic, bicyclic, and spirocyclic compounds with the 1,3,5-triazine scaffold. By using this synthetic strategy, a representative set of 79 compounds containing the 1,3,5-triazine scaffold were prepared.
Copper(II) acetate/oxygen-mediated nucleophilic addition and intramolecular C-H activation/C-N or C-C bond formation: One-pot synthesis of benzimidazoles or quinazolines
He, Hua-Feng,Wang, Zhi-Jing,Bao, Weiliang
supporting information; experimental part, p. 2905 - 2912 (2010/12/29)
Diarylcarbodiimides or benzylphenylcarbodiimides are converted to 1,2-disubstituted benzimidazoles or 1,2-disustituted quinazolines via addition/intramolecular C-H bond activation/C-N or C-C bond forming reaction using copper(II) acetate/oxygen [Cu(OAc)2/O2] as the oxidant at 100°C in one-pot cascade procedure. Copyright
O-Iodoxybenzoic acid mediated oxidative desulfurization of 1,3-disubstituted thioureas to carbodiimides
Chaudhari, Pramod S.,Dangate, Prasad S.,Akamanchi, Krishnacharya G.
supporting information; experimental part, p. 3065 - 3067 (2011/02/25)
An efficient and mild oxidative desulfurization procedure using o-iodoxybenzoic acid has been developed for the synthesis of carbodiimides starting from easily synthesizable 1,3-disubstituted thioureas.
SYNTHESIS AND REACTIONS OF TRIPHENYLARSINIMINES
Froeyen, Paul
, p. 37 - 48 (2007/10/02)
Triphenylarsinimines formed in situ from isocyanates and triphenylarsine oxide have been found to react smoothly with carbonyl compounds like aldehydes, quinones and aromatic ketones giving the corresponding Schiff's bases in high yields.In the case of aldehydes, quinones or activated ketones, e.g., α-diketones, only a catalytic amount of triphenylarsine oxide is necessary for the reaction to proceed to completion.Quinones react with particular ease.Thus the previously unknown 9,10-phenanthrenequinone N-phenylimine 12 (R = Ph, Scheme IV) can be prepared in high yield from 9,10-phenanthrenequinone and phenyl isocyanate under catalytic influence of triphenylarsine oxide.Orthoquinones like 9,10-phenanthrenequinone react with vinylic isocyanates, forming monoimines 13 which rearrange to 1,4-oxazines 14 (Scheme V).Diisocyanates react under the catalytic action of triphenylarsine oxide with dialdehydes under mild conditions, forming some interesting new polymers 25, 26 in high yields.Reactions with aliphatic isocyanates give N-alkyl-N'-arylcarbodiimides, whereas reactions with isothiocyanates proceed through intermediates 20 and 21 to mixed carbodiimides 16, 24 and 25. Key words: Triphenylarsinimines; synthesis; reactions; Schiff's bases; unsymmetrical carbodiimides; polymers.
Oxidation of Mixtures of Thioureas: Part VIII - Formation of 3-Amino-4-aryl-5-benzylimino-4,5-dihydro-1,2,4-thiadiazoles
Indukumari, P. V.,Joshua, C. P.
, p. 672 - 675 (2007/10/02)
Oxidation of binary mixtures of 1-aryl-3-benzylthioureas and thiourea in acidic ethanol affords 3-amino-4-aryl-5-benzylimino-4,5-dihydro-1,2,4-thiadiazoles (3). 1-Aryl-3-benzylthioureas used are: 1-phenyl-3-benzyl-, 1-p-tolyl-3-benzyl-, 1-benzyl-3-p-chlorophenyl-, 1-p-anisyl-3-benzyl- and 1-benzyl-3-p-nitrophenyl-thioureas.
