- Utilization of caffeine carbon supported cobalt catalyst in the tandem synthesis of pyrroles from nitroarenes and alkenyl diols
-
Employing bio-waste caffeine carbon-supported heterogeneous cobalt catalyst, synthesis of various substituted pyrrole derivatives is reported. In this methodology, pyrroles were synthesized through coupling between nitroarenes and alkenyl diols in a tandem manner. Among all the heterogeneous catalysts Co(OAc)2-CC-800 displayed the highest catalytic activity. Preparative scale synthesis of pyrroles and synthesis of anti-tubercular agent 5-(4-(1H-pyrrol-1-yl)phenyl)-1,3,4-oxadiazole-2-thiol revealed the practical applicability of this protocol. Several kinetic experiments and Hammett studies were conducted to understand the probable mechanism and electronic effects on this transformation.
- Balasubramaniam, Bhuvaneshwari,Dhara, Partha,Gupta, Raju K.,Kundu, Sabuj,Panja, Dibyajyoti,Sau, Anirban
-
p. 244 - 254
(2021/09/07)
-
- Palladium-catalyzed c(sp2)-n bond cross-coupling with triaryl phosphates
-
The first general palladium-catalyzed amination of aryl phosphates is described. The combination of MorDalPhos with [Pd(-cinnamyl)Cl]2 enables the amination of electron-rich, electron-neutral, and electron-poor aryl phosphates with a board range of aromatic, aliphatic, and heterocyclic amines. Common functional groups such as ether, keto, ester, and nitrile show an excellent compatibility in this reaction condition. The solvent-free amination reactions are also successful in both solid coupling partners. The gram-scale cross-coupling is achieved by this catalytic system.
- Chen, Zicong,Chen, Xiangmeng,So, Chau Ming
-
-
- Palladium-Catalyzed C(sp2)-N Bond Cross-Coupling with Triaryl Phosphates
-
The first general palladium-catalyzed amination of aryl phosphates is described. The combination of MorDalPhos with [Pd(?-cinnamyl)Cl]2 enables the amination of electron-rich, electron-neutral, and electron-poor aryl phosphates with a board range of aromatic, aliphatic, and heterocyclic amines. Common functional groups such as ether, keto, ester, and nitrile show an excellent compatibility in this reaction condition. The solvent-free amination reactions are also successful in both solid coupling partners. The gram-scale cross-coupling is achieved by this catalytic system.
- Chen, Zicong,Chen, Xiangmeng,So, Chau Ming
-
p. 6366 - 6376
(2019/05/24)
-
- MICROCAPSULES AND PROCESSES FOR THEIR PREPARATION
-
The present invention provides microcapsules encapsulating hydrophilic or hydrophobic active agents in an inorganic shell, processes for their preparation and compositions comprising them.
- -
-
Page/Page column 33; 41; 42
(2019/06/11)
-
- Efficient and recyclable copper-based MOF-catalyzed N-arylation of N-containing heterocycles with aryliodides
-
Copper-based MOF-199 was used as an efficient heterogeneous catalyst to catalyze cross-coupling reactions between N-containing heterocycles and aryliodides with high yields. The catalyst can be easily separated from the reaction mixture, and can be reused at least 5 times without significantly decreasing the activity. The XRD results showed that the crystallinity and structure of MOF-199 can be maintained well during the coupling reaction.
- Li, Zihao,Meng, Fei,Zhang, Jie,Xie, Jianwei,Dai, Bin
-
supporting information
p. 10861 - 10865
(2016/12/06)
-
- Discovery of allosteric and selective inhibitors of inorganic pyrophosphatase from mycobacterium tuberculosis
-
Inorganic pyrophosphatase (PPiase) is an essential enzyme that hydrolyzes inorganic pyrophosphate (PPi), driving numerous metabolic processes. We report a discovery of an allosteric inhibitor (2,4-bis(aziridin-1-yl)-6-(1-phenylpyrrol-2-yl)-s-triazine) of bacterial PPiases. Analogues of this lead compound were synthesized to target specifically Mycobacterium tuberculosis (Mtb) PPiase (MtPPiase). The best analogue (compound 16) with a Ki of 11 μM for MtPPiase is a species-specific inhibitor. Crystal structures of MtPPiase in complex with the lead compound and one of its analogues (compound 6) demonstrate that the inhibitors bind in a nonconserved interface between monomers of the hexameric MtPPiase in a yet unprecedented pairwise manner, while the remote conserved active site of the enzyme is occupied by a bound PPi substrate. Consistent with the structural studies, the kinetic analysis of the most potent inhibitor has indicated that it functions uncompetitively, by binding to the enzyme-substrate complex. The inhibitors appear to allosterically lock the active site in a closed state causing its dysfunctionalization and blocking the hydrolysis. These inhibitors are the first examples of allosteric, species-selective inhibitors of PPiases, serving as a proof-of-principle that PPiases can be selectively targeted.
- Pang, Allan H.,Garzan, Atefeh,Larsen, Martha J.,McQuade, Thomas J.,Garneau-Tsodikova, Sylvie,Tsodikov, Oleg V.
-
p. 3084 - 3092
(2016/11/29)
-
- Copper-catalysed N-arylation of pyrrole with aryl iodides under ligand-free conditions
-
A simple, inexpensive and ligand-free copper-catalysed N-arylation of pyrrole with aryl iodides has been developed giving N-arylated products in moderate to excellent yields. The catalyst loading is relative low (5 mol%) and the catalyst system was stable in air.
- Liu, Lili,Wu, Fengtian,Liu, Yan,Xie, Jianwei,Dai, Bin,Zhou, Zhuoqiang
-
p. 180 - 182
(2014/04/17)
-
- Octanuclear Cu(I)-dithiophosphates: An efficient catalyst system for N-arylation of azoles, amines, and amides
-
The formation of a C-N bond via the cross-couplings of aryl iodides with azoles, aryl amine, and amides can be successfully achieved in decent yield by the utilization of both [Cu8(H){S2P(OiPr) 2}6]+ and [Cu8{S2P(OEt) 2}6]2+ as the pre-catalysts.
- Wu, Cheng-Chieh,Lee, Bo-Han,Liao, Ping-Kuei,Fang, Ching-Shiang,Liu
-
experimental part
p. 480 - 484
(2012/07/30)
-
- L-Proline Promoted Ullmann-Type Coupling Reactions of Aryl Iodides with Indoles, Pyrroles, Imidazoles or Pyrazoles
-
The Ullmann-type coupling reactions of aryl iodides and several nitrogen heterocycles occur at 80-90°C with L-proline as additive, giving N-arylpyrroles, N-arylindoles, N-arylimidazoles, and N-pyrazoles in good to excellent yields.
- Ma, Dawei,Cai, Qian
-
p. 128 - 130
(2007/10/03)
-
- Copper-catalyzed N-arylation of aryl iodides with benzamides or nitrogen heterocycles in the presence of ethylenediamine
-
The copper-catalyzed N-arylation of benzamides or nitrogen heterocycles was carried out with catalytic CuI (10 mol%) in the presence of ethylenediamine (10 mol%) as a ligand and K3PO4 or Cs2CO3 as a base under mild conditions.
- Kang, Suk-Ku,Kim, Doo-Hwan,Park, Joung-Nam
-
p. 427 - 430
(2007/10/03)
-