10076-13-8Relevant academic research and scientific papers
Synthesis of cyclic guanidines via Pd-catalyzed alkene carboamination
Zavesky, Blane P.,Babij, Nicholas R.,Fritz, Jonathan A.,Wolfe, John P.
, p. 5420 - 5423 (2013)
A new approach to the synthesis of substituted 5-membered cyclic guanidines is described. Palladium-catalyzed alkene carboamination reactions between acyclic N-allyl guanidines and aryl or alkenyl halides provide these products in good yield. This method
A New synthetic protocol for the preparation of carbodiimides using a hypervalent iodine(III) reagent
Zhu, Chenjie,Xu, Dan,Wei, Yunyang
, p. 711 - 714 (2011)
A new, simple, and efficient preparation of symmetrical and unsymmetrical carbodiimides from the corresponding thioureas via dehydrosulfurization using a hypervalent iodine(III) reagent is described. The oxidation afforded carbodiimides in excellent yields and high selectivity. A possible mechanism for the transformation is proposed. Georg Thieme Verlag Stuttgart New York.
Manganese-catalyzed cleavage of a carbon-carbon single bond between carbonyl carbon and α-carbon atoms of ketones
Kuninobu, Yoichiro,Uesugi, Tadamasa,Kawata, Atsushi,Takai, Kazuhiko
, p. 10406 - 10408 (2011)
Singled out: Treatment of ketones with carbodiimides in the presence of a catalytic amount of either [{HMn(CO)4}3] or [Mn 2(CO)10] gave amides in good to excellent yields. In this reaction, the carbon-carbon single bond of a ketone is cleaved efficiently. The reaction also proceeded by using isocyanates instead of carbodiimides. Copyright
A facile method for the preparation of carbodiimides from thioureas and (Boc)2O
Wu, He,Sun, Yan-Fang,Zhang, Chen,Miao, Chun-Bao,Yang, Hai-Tao
supporting information, p. 739 - 742 (2018/01/27)
A concise method for the preparation of carbodiimides from thioureas using di-tert-butyl dicarbonate [(Boc)2O] as the dehydrosulfurizative reagent has been developed. Using DMAP as the catalyst, a variety of symmetric and asymmetric 1,3-diaryl thioureas were converted into the corresponding carbodiimides efficiently in a short time.
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
Regioselective multicomponent sequential synthesis of hydantoins
Olimpieri, Francesca,Bellucci, Maria Cristina,Marcelli, Tommaso,Volonterio, Alessandro
, p. 9538 - 9555 (2013/01/16)
The development of new practical and green methods for the synthesis of small heterocycles is an attractive area of research due to the well-known potential of heterocyclic small molecule scaffolds in the drug discovery process. Herein we report a one-pot, three-component sequential procedure for the synthesis of diversely 1,3,5- and 1,3,5,5-substituted hydantoins, in high yields and very mild conditions, using readily accessible starting materials such as azides, iso(thio)cyanates and substituted α-halo-acetic carboxylic acids. This methodology is especially convenient for the synthesis of spiro-hydantoins, which are particularly interesting bioactive compounds in medicinal chemistry. The Royal Society of Chemistry 2012.
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.
A greener synthetic protocol for the preparation of carbodiimide
Ali, Abdur Rezzak,Ghosh, Harisadhan,Patel, Bhisma K.
experimental part, p. 1019 - 1021 (2010/04/02)
A new and facile preparation of symmetrical and unsymmetrical 1,3-diaryl and aryl-alkyl carbodiimides via a dehydrosulfurisation of their corresponding thioureas is described. Herein, the classical method of oxidative desulfurisation of thiourea to carbodiimide involving toxic heavy metal oxides (HgO) has been replaced with an easily available, cost-effective and environmentally benign reagent, iodine. Simple reaction conditions, easy purification of the products and high yields are important attributes of the present methodology and perhaps the best alternative from a green chemistry perspective. The only limitation to this method however, is in the preparation of 1,3-dialkyl substituted carbodiimide.
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
Catalytic conversion of isocyanates to carbodiimides by cyclopentadienyl manganese tricarbonyl and cyclopentadienyl iron dicarbonyl dimer
Rahman, A.K. Fazlur,Nicholas, Kenneth M.
, p. 6002 - 6004 (2008/02/10)
Isocyanates are catalytically converted to the corresponding carbodiimides in the presence of low valent transition metal complexes. The best conversions and yields were accomplished using [(C5R5)Fe(CO)2]2 (R = H or Me) or MeCpMn(CO)3 as catalysts.
