- REDUCTION METHOD USING WATER AS PROTON SOURCE BY MEANS OF N-HETEROCYCLIC CARBENE
-
PROBLEM TO BE SOLVED: To provide a reduction method using water as a proton source by means of N-heterocyclic carbene, in which the N-heterocyclic carbene is used actively as a reaction accelerator to realize a hydrogenation reaction by using water as the proton source. SOLUTION: A solution, which is obtained by mixing: a reaction substrate shown at an upper stage of the following formulae; a precursor of the triazole-based N-heterocyclic carbene (NHC) shown at a lower stage; water; and 1,2-dimethoxyethane being a solvent, is reacted at 100°C or higher temperature for 2 hours or more while making the solution to pass through a microwave reaction unit and the reacted solution is subjected to reduced-pressure distillation to obtain a hydrogenated product. The formulae: (EWG1-EWG4 are each an ester group, a cyano group, a ketone group, an amido group or an imido group;R1-R5 are each a 1-20C aliphatic group, a 3-12C alicyclic group or 6-30C aromatic group) SELECTED DRAWING: None COPYRIGHT: (C)2016,JPO&INPIT
- -
-
Paragraph 0014; 0015; 0029
(2016/10/10)
-
- Polynuclear Gold [AuI]4, [AuI]8, and Bimetallic [AuI4AgI] Complexes: C?H Functionalization of Carbonyl Compounds and Homogeneous Carbonylation of Amines
-
The synthesis of tetranuclear gold complexes, a structurally unprecedented octanuclear complex with a planar [AuI8] core, and pentanuclear [AuI4MI] (M=Cu, Ag) complexes is presented. The linear [AuI4] complex undergoes C?H functionalization of carbonyl compounds under mild reaction conditions. In addition, [AuI4AgI] catalyzes the carbonylation of primary amines to form ureas under homogeneous conditions with efficiencies higher than those achieved by gold nanoparticles.
- Smirnova, Ekaterina S.,Mu?oz Molina, José M.,Johnson, Alice,Bandeira, Nuno A. G.,Bo, Carles,Echavarren, Antonio M.
-
supporting information
p. 7487 - 7491
(2016/07/06)
-
- Transfer hydrogenation promoted by N-heterocyclic carbene and water
-
N-Heterocyclic carbenes (NHCs) promote the transfer hydrogenation of various activated C=C, C=N, and N=N bonds with water as the proton source. The NHCs act as reducing reagents to be converted into their oxides. A detailed reaction mechanism is proposed on the basis of deuterium-labeling experiments.
- Kato, Terumasa,Matsuoka, Shin-Ichi,Suzuki, Masato
-
supporting information
p. 13906 - 13909
(2015/09/07)
-
- Selective N-methylation of aliphatic amines with CO2 and hydrosilanes using nickel-phosphine catalysts
-
A method using CO2 and PhSiH3 for the methylation of primary and secondary aliphatic amines catalyzed by Ni (0) complexes was developed, selectively producing the monomethylated products in moderate to good yields. For that purpose, two catalysts were used: [(dippe)Ni(μ-H)]2 and the commercially available Ni(COD)2/dcype, both of which were rather efficient in this process. With a slight experimental modification, the reaction allowed the production of monomethylated ureas in good yields by using low amounts of PhSiH3. On the basis of the experimental results, we propose a possible reaction mechanism for the formation of the new C-N bond.
- Gonzlez-Sebastin, Lucero,Flores-Alamo, Marcos,Garca, Juventino J.
-
p. 763 - 769
(2015/05/12)
-
- Pushing back the limits of hydrosilylation: Unprecedented catalytic reduction of organic ureas to formamidines
-
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
- Pouessel, Jacky,Jacquet, Olivier,Cantat, Thibault
-
p. 3552 - 3556
(2014/01/06)
-
- Synthesis and structure of group 4 symmetric amidinate complexes and their reactivity in the polymerization of α-olefins
-
The steric properties of various nitrogen substituents on amidines were tuned in order to obtain group 4 mono- and bis(amidinate) dimethylamido or chloride complexes. The amidinate dimethylamido and chloride complexes were prepared, and their solid-state
- Elkin, Tatyana,Kulkarni, Naveen V.,Tumanskii, Boris,Botoshansky, Mark,Shimon, Linda J. W.,Eisen, Moris S.
-
p. 6337 - 6352
(2013/12/04)
-
- A novel type of N-formylation and related reactions of amines via cyanides and esters as formylating agents
-
A novel N-formylation and related reactions proceed from cyanides promoted by esters. The Royal Society of Chemistry.
- Bao, Kai,Zhang, Weige,Bu, Xiujuan,Song, Zhichun,Zhang, Liang,Cheng, Maosheng
-
supporting information; experimental part
p. 5429 - 5431
(2009/03/11)
-
- On the two-component microwave-mediated reaction of isonitriles with carboxylic acids: Regarding alleged formimidate carboxylate mixed anhydrides
-
Microwave induced two-component coupling (2CC) reaction of carboxylic acids with isonitriles gives rise to various N-formylamides. The formimidate carboxylate mixed anhydride (FCMA) is proposed as the reactive intermediate, which undergoes 1,3-O→N acyl tr
- Li, Xuechen,Yuan, Yu,Berkowitz, William F.,Todaro, Louis J.,Danishefsky, Samuel J.
-
body text
p. 13222 - 13224
(2009/02/06)
-
- Desulfurization of thioureas, benzimidazoline-2-thiones and 1,3-dihydro-1,3-diaryl-2-thioxopyrimidine-4,6(2H,5H)-diones with nickel boride at ambient temperature
-
Nickel boride is reported to bring about desulfurization and reductive cleavage of N,N′-diarylthioureas to give corresponding anilines andN-methylanilines while N,N′-dialkylthioureas have been observed to undergo desulfurization to give formamidines; benzimidazoline-2-thiones are reported to undergo desulfurization to benzimidazoles and 1,3-dihydro-1,3-diaryl-2-thioxopyrimidine-4,6(2H,5H)-diones have been observed to yield corresponding hexahydropyrimidine-4,6-diones in high yields in dry methanol at ambient temperature.
- Khurana, Jitender M.,Kukreja, Gagan,Bansal, Geeti
-
p. 2520 - 2524
(2007/10/03)
-
- A mild approach to N-acylformamidines and C-acylamidines by the facile reduction of carbodiimides with pentacoordinated silicon hydrides
-
N1-acyl-, N1-aryl-N3-arylformamidines 4 and N1,N2-dialkyl C-acylamidines 6 result from the acylation of the N1-silylformamidines 2a and C-silyl amidines 2b, c respectively. The latter are o
- Corriu,Lanneau,Perrot-Petta
-
p. 954 - 958
(2007/10/02)
-
- AMIDINES. PART VI. CORRELATION OF BASICITY OF N,N'-DISUBSTITUTED AMIDINES WITH BASICITY OF CORRESPONDING AMINES
-
The series of N,N'-dialkylformamidines has been synthesized and their pKa values in 98.5percent ethanol determined.It was found that there was a good, common for both N,N'-dialkyl- as well as for N,N'-diarylformamidines, correlation between the
- Oszczapowicz, Janusz,Orlinski, Ryszard
-
p. 1901 - 1906
(2007/10/02)
-