- A facile method for the preparation of carbodiimides from thioureas and (Boc)2O
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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.
- Wu, He,Sun, Yan-Fang,Zhang, Chen,Miao, Chun-Bao,Yang, Hai-Tao
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supporting information
p. 739 - 742
(2018/01/27)
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- CERAMIDE GALACTOSYLTRANSFERASE INHIBITORS FOR THE TREATMENT OF DISEASE
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Described herein are compounds, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or disorders associated with the enzyme ceramide galactosyltransferase (CGT), such as, for example, lysosomal storage diseases. Examples of lysosomal storage diseases include, for example, Krabbe disease and Metachromatic Leukodystrophy.
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- "On water": Efficient iron-catalyzed cycloaddition of aziridines with heterocumulenes
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In suspension: The reaction of aziridines with heterocumulenes in the presence of Fe(NO3)3×9 H2O in aqueous suspension provides access to functionalized five-membered heterocycles in good to high yields. This protocol has a wide substrate scope, is simple, and uses a nontoxic and cheap catalyst. Copyright
- Sengoden, Mani,Punniyamurthy, Tharmalingam
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supporting information
p. 572 - 575
(2013/02/23)
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- A New synthetic protocol for the preparation of carbodiimides using a hypervalent iodine(III) reagent
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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.
- Zhu, Chenjie,Xu, Dan,Wei, Yunyang
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supporting information; experimental part
p. 711 - 714
(2011/04/24)
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- Manganese-catalyzed cleavage of a carbon-carbon single bond between carbonyl carbon and α-carbon atoms of ketones
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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
- Kuninobu, Yoichiro,Uesugi, Tadamasa,Kawata, Atsushi,Takai, Kazuhiko
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supporting information; experimental part
p. 10406 - 10408
(2011/12/04)
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- O-Iodoxybenzoic acid mediated oxidative desulfurization of 1,3-disubstituted thioureas to carbodiimides
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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.
- Chaudhari, Pramod S.,Dangate, Prasad S.,Akamanchi, Krishnacharya G.
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supporting information; experimental part
p. 3065 - 3067
(2011/02/25)
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- A greener synthetic protocol for the preparation of carbodiimide
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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.
- Ali, Abdur Rezzak,Ghosh, Harisadhan,Patel, Bhisma K.
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experimental part
p. 1019 - 1021
(2010/04/02)
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- 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
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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
- He, Hua-Feng,Wang, Zhi-Jing,Bao, Weiliang
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supporting information; experimental part
p. 2905 - 2912
(2010/12/29)
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- Catalytic conversion of isocyanates to carbodiimides by cyclopentadienyl manganese tricarbonyl and cyclopentadienyl iron dicarbonyl dimer
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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.
- Rahman, A.K. Fazlur,Nicholas, Kenneth M.
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p. 6002 - 6004
(2008/02/10)
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- Preparation of -, -, and -Bicyclic Guanidines from C,C'-Bis(iminophosphoranes)
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A one-pot synthesis of -, -, and -rigid bicyclic guanidines (6, 8, 19, 21, 23) based on a bis(iminophosphorane)-mediated annulation strategy is reported.The crystal and molecular structure of the parent -bicyclic guanidine 8 has been established by X-ray diffraction.The crystallographically independent molecule forms dimers through a centre of symmetry by N-H***N hydrogen bonds.The molecule, and therefore the dimer, is statistically disordered in a 65/35 ratio.A statistical study of N-H***N hydrogen bonds of this kind of dimers has been carried out by using the Cambridge Structural Database. - Key Words: Bis(iminophosphoranes) / Guanidines, bicyclic / Aza Wittig reaction
- Molina, Pedro,Obon, Rosario,Conesa, Carlota,Arques, Antonio,Desamparados Velasco, M. de los,et al.
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p. 1641 - 1652
(2007/10/02)
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