- Metal-free reduction of unsaturated carbonyls, quinones, and pyridinium salts with tetrahydroxydiboron/water
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A series of unsaturated carbonyls, quinones, and pyridinium salts have been effectively reduced to the corresponding saturated carbonyls, dihydroxybenzenes, and hydropyridines in moderate to high yields with tetrahydroxydiboron/water as a mild, convenient, and metal-free reduction system. Deuterium-labeling experiments have revealed this protocol to be an exclusive transfer hydrogenation process from water. This journal is
- Li, Tiejun,Peng, Henian,Tang, Wenjun,Tian, Duanshuai,Xu, Guangqing,Yang, He
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p. 4327 - 4337
(2021/05/31)
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- Synthesis of 2-Formylpyrroles from Pyridinium Iodide Salts
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The first I2-mediated synthesis of 2-formylpyrroles from pyridinium salts is reported. This protocol enables the synthesis of diversely substituted 2-formylpyrroles in good yields under operationally simple conditions. The detailed mechanistic studies reveal that the reaction proceeds via a novel H2O-triggered ring opening of the pyridinium salt and a subsequent intramolecularly nucleophilic addition sequence.
- Xu, Ke,Li, Wenjing,Sun, Rui,Luo, Lihua,Chen, Xue,Zhang, Chunchun,Zheng, Xueli,Yuan, Maolin,Fu, Haiyan,Li, Ruixiang,Chen, Hua
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supporting information
p. 6107 - 6111
(2020/08/12)
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- Regioselective Direct C-H Trifluoromethylation of Pyridine
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A highly efficient and regioselective direct C-H trifluoromethylation of pyridine based on an N-methylpyridine quaternary ammonium activation strategy has been developed. A variety of trifluoromethylpyridines can be obtained in good yield and excellent re
- Yang, Xiao,Sun, Rui,Li, Shun,Zheng, Xueli,Yuan, Maolin,Xu, Bin,Jiang, Weidong,Chen, Hua,Fu, Haiyan,Li, Ruixiang
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supporting information
p. 7108 - 7112
(2020/10/02)
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- Cation-π interactions secure aggregation induced emission of planar organic luminophores
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The use of non-covalent intermolecular π+-π interactions between quaternary pyridinium or imidazolium cations and aromatic π systems is an efficient approach to achieve AIE in planar purely organic luminophores.
- Leduskrasts, Kaspars,Kinens, Artis,Suna, Edgars
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supporting information
p. 12663 - 12666
(2019/10/28)
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- Modular Approach to Heterogenous Catalysis. Manipulation of Cross-Coupling Catalyst Activity
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A new type of robust, heterogeneous, modular Pd catalyst with metal embedded in the gel matrix is presented. The regulatory element of its catalytic activity has been introduced via chemical changes in the gel. The concept is illustrated in a series of Suzuki-Miyaura cross-coupling reactions. The demonstrated catalyst activity variations depend on the structure of the gel.
- Stibingerova, Iva,Voltrova, Svatava,Kocova, Sarka,Lindale, Matthew,Srogl, Jiri
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supporting information
p. 312 - 315
(2016/02/03)
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- Stille reaction on pyridinium cations
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A novel unit based on pyridinium cations has been synthesized by the Stille reaction and represents a model for development of molecular electronic devices.
- García-Cuadrado, Domingo,Cuadro, Ana M.,Alvarez-Builla, Julio,Vaquero, Juan Jose
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p. 1904 - 1906
(2007/10/03)
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- From bipyridines to tobacco alkaloids and related compounds
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Starting from structural considerations which led to the hypothesis that a chemical relationship could exist between two families of natural compounds (mainly pyridinic and pyrrolidinic alkaloids), experiments were carried out in order to establish a correlation route between the two studied classes. Of special interest was the central position of nicotine in these studies, and the main part of this work was devoted to the synthesis of nicotine starting from bipyridines. It was thus necessary to determine the conditions for selective reactions on one aromatic ring of bipyridines (N-methylation, N-oxidation and reduction of the heterocycle). Ring contraction procedure allowed us to obtain nicotine from the parent compound (3,3′-bipyridine). Complementary studies yielded various isomers of piperidinylpyridines (hexahydro derivatives of bipyridines) in a regiochemically controlled manner by means of original methods. Elsevier,.
- Plaquevent, Jean-Christophe,Chichaoui, Ilhame
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p. 369 - 379
(2007/10/03)
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- REDUCTION OF PHENYL-SUBSTITUTED PYRIDINIUM METHOIODIDES WITH SODIUM BOROHYDRIDE. FORMATION OF AMINE-BORANE COMPLEXES IN WATER.
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Reduction of phenyl-substituted pyridinium methoiodides with sodium borohydride in water afforded besides the desired tetrahydropyridines substantial amounts of amine-borane complexes.Reduction in methanol afforded tetrahydropyridines in high yield, with almost no amine-boranes formed.
- Gessner, Wieslaw,Brossi, Arnold
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p. 911 - 916
(2007/10/02)
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