The Experts below are selected from a list of 360 Experts worldwide ranked by ideXlab platform
Hideo Togo - One of the best experts on this subject based on the ideXlab platform.
-
preparation of heteroaromatic aryl iodonium Imides as i n bond containing hypervalent iodine
Chemistry-an Asian Journal, 2016Co-Authors: Kazuma Ishida, Hideo Togo, Katsuhiko MoriyamaAbstract:Hypervalent iodine(III) compounds containing iodine–nitrogen bonds are very attractive amination reagents in organic synthesis. Heteroaromatic (aryl)iodonium Imides containing a iodine–nitrogen bond and a hypervalent iodine(III) atom were prepared from heteroarenes, bis(sulfon)Imides and (diacetoxyiodo)arenes under mild conditions. These compounds were stable under air and in organic solvents, and could be easily purified by precipitation. X-ray crystal structure analysis indicated that the structure of N-pivaloyl indolyl(phenyl)iodonium bis(tosyl)Imides and N-pivaloyl indolyl(2-butoxyphenyl)iodonium bis(tosyl)Imides was a dimer with a T-shaped geometry at the iodine atom linked to an indole group and a bis(tosyl)imide by a monomer unit. Moreover, the use of substituted iodoarenes facilitated the purification of some of the heteroaromatic (aryl)iodonium Imides.
-
regioselective csp2 h dual functionalization of indoles using hypervalent iodine iii bromo amination via 1 3 migration of Imides on indolyl phenyl iodonium Imides
Chemical Communications, 2015Co-Authors: Katsuhiko Moriyama, Kazuma Ishida, Hideo TogoAbstract:A regioselective Csp2–H dual functionalization of indoles, which underlies bromo-amination via the 1,3-migration of imide groups on indolyl(phenyl)iodonium Imides as novel imide-combined hypervalent iodines(III), has been developed to provide 2-bis(sulfonyl)amino-3-bromo-indoles under the metal-free conditions.
-
Hofmann-Type Rearrangement of Imides by in Situ Generation of Imide-Hypervalent Iodines(III) from Iodoarenes
Organic Letters, 2012Co-Authors: Katsuhiko Moriyama, Kazuma Ishida, Hideo TogoAbstract:The Hofmann-type rearrangement of aromatic and aliphatic Imides using a hypervalent iodine(III) reagent generated in situ from PhI, m-CPBA, and TsOH·H2O proceeded in the presence of a base in alcohol to provide anthranilic acid derivatives and amino acid derivatives in high yields, respectively. This reaction proceeds through a tandem reaction via alcoholysis followed by a Hofmann rearrangement promoted by the formation of an imide-λ3-iodane intermediate.
Zili Chen - One of the best experts on this subject based on the ideXlab platform.
-
gold catalyzed 3 2 cycloaddition of n allenyl amides with azomethine imines
ChemInform, 2013Co-Authors: Wen Zhou, Zili ChenAbstract:An efficient method is elaborated for the synthesis of 6-methylenepyrazolopyrazolone (III) and 1-methylenehexahydropyrazolo[5,1-a]isoquinoline derivatives (X) by cycloaddition of N-allenyl amides (II) with corresponding azomethine imines (I) and (IX), respectively.
-
gold catalyzed 3 2 cycloaddition of n allenyl amides with azomethine imines
Chemical Communications, 2013Co-Authors: Wen Zhou, Zili ChenAbstract:Gold(I) catalyzed [3+2] cycloaddition of azomethine imines with N-allenyl amides was developed to provide two types of pyrazolyl based bicyclic heterocycles. Both pyrazolidin-3-one derived and dihydroisoquinoline derived azomethine imines reacted smoothly with N-allenyl amides to give 6-methylene bipyrazolidin-1-ones and 1-methylene hexahydropyrazolo[5,1-a] isoquinolines in moderate to good yields.
Katsuhiko Moriyama - One of the best experts on this subject based on the ideXlab platform.
-
preparation of heteroaromatic aryl iodonium Imides as i n bond containing hypervalent iodine
Chemistry-an Asian Journal, 2016Co-Authors: Kazuma Ishida, Hideo Togo, Katsuhiko MoriyamaAbstract:Hypervalent iodine(III) compounds containing iodine–nitrogen bonds are very attractive amination reagents in organic synthesis. Heteroaromatic (aryl)iodonium Imides containing a iodine–nitrogen bond and a hypervalent iodine(III) atom were prepared from heteroarenes, bis(sulfon)Imides and (diacetoxyiodo)arenes under mild conditions. These compounds were stable under air and in organic solvents, and could be easily purified by precipitation. X-ray crystal structure analysis indicated that the structure of N-pivaloyl indolyl(phenyl)iodonium bis(tosyl)Imides and N-pivaloyl indolyl(2-butoxyphenyl)iodonium bis(tosyl)Imides was a dimer with a T-shaped geometry at the iodine atom linked to an indole group and a bis(tosyl)imide by a monomer unit. Moreover, the use of substituted iodoarenes facilitated the purification of some of the heteroaromatic (aryl)iodonium Imides.
-
regioselective csp2 h dual functionalization of indoles using hypervalent iodine iii bromo amination via 1 3 migration of Imides on indolyl phenyl iodonium Imides
Chemical Communications, 2015Co-Authors: Katsuhiko Moriyama, Kazuma Ishida, Hideo TogoAbstract:A regioselective Csp2–H dual functionalization of indoles, which underlies bromo-amination via the 1,3-migration of imide groups on indolyl(phenyl)iodonium Imides as novel imide-combined hypervalent iodines(III), has been developed to provide 2-bis(sulfonyl)amino-3-bromo-indoles under the metal-free conditions.
-
Hofmann-Type Rearrangement of Imides by in Situ Generation of Imide-Hypervalent Iodines(III) from Iodoarenes
Organic Letters, 2012Co-Authors: Katsuhiko Moriyama, Kazuma Ishida, Hideo TogoAbstract:The Hofmann-type rearrangement of aromatic and aliphatic Imides using a hypervalent iodine(III) reagent generated in situ from PhI, m-CPBA, and TsOH·H2O proceeded in the presence of a base in alcohol to provide anthranilic acid derivatives and amino acid derivatives in high yields, respectively. This reaction proceeds through a tandem reaction via alcoholysis followed by a Hofmann rearrangement promoted by the formation of an imide-λ3-iodane intermediate.
Michal Szostak - One of the best experts on this subject based on the ideXlab platform.
-
twisted n acyl hydantoins rotationally inverted urea Imides of relevance in n c o cross coupling
Journal of Organic Chemistry, 2018Co-Authors: Roman Szostak, Roger A. Lalancette, Michal SzostakAbstract:We report a combined structural and computational study on the properties of twisted acyclic hydantoins. These compounds feature cyclic urea-imide moiety that is widely found in bioactive compounds and is structurally related to the classic bridged hydantoins proposed by Smissman more than 50 years ago. We demonstrate that C to N-substitution of the imide moiety in the succinimide ring to give hydantoin results in one of the most distorted acyclic amide bonds reported to date. The energetic properties of twisted acyclic hydantoins with respect to structures, resonance energies, barriers to rotation, and proton affinities are discussed. The energetic and structural properties of twisted acyclic hydantoins described provide a benchmark to facilitate the development of twisted amides based on the biorelevant cyclic urea-imide scaffold.
-
Twisted N‑Acyl-hydantoins: Rotationally Inverted Urea-Imides of Relevance in N–C(O) Cross-coupling
2018Co-Authors: Roman Szostak, Roger A. Lalancette, Chengwei Liu, Michal SzostakAbstract:We report a combined structural and computational study on the properties of twisted acyclic hydantoins. These compounds feature cyclic urea-imide moiety that is widely found in bioactive compounds and is structurally related to the classic bridged hydantoins proposed by Smissman more than 50 years ago. We demonstrate that C to N-substitution of the imide moiety in the succinimide ring to give hydantoin results in one of the most distorted acyclic amide bonds reported to date. The energetic properties of twisted acyclic hydantoins with respect to structures, resonance energies, barriers to rotation, and proton affinities are discussed. The energetic and structural properties of twisted acyclic hydantoins described provide a benchmark to facilitate the development of twisted amides based on the biorelevant cyclic urea-imide scaffold
Arne Thomas - One of the best experts on this subject based on the ideXlab platform.
-
cobalt exchanged poly heptazine Imides as transition metal nx electrocatalysts for the oxygen evolution reaction
Advanced Materials, 2020Co-Authors: Xiaojia Zhao, Nadezda V Tarakina, Christian Teutloff, Wing Ying Chow, Robert Bittl, Arne ThomasAbstract:Poly(heptazine Imides) hosting cobalt ions as countercations are presented as promising electrocatalysts for the oxygen evolution reaction (OER). A facile mixed-salt melt-assisted condensation is developed to prepare such cobalt poly(heptazine Imides) (PHI-Co). The Co ions can be introduced in well-controlled amounts using this method, and are shown to be atomically dispersed within the imide-linked heptazine matrix. When applied to electrocatalytic OER, PHI-Co shows a remarkable activity with an overpotential of 324 mV and Tafel slope of 44 mV dec-1 in 1 m KOH.