- An iodobenzene-catalysed domino route toward quinoxaline derivatives from simple ketones and o-phenylenediamines in one pot
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An iodobenzene-catalysed domino route to quinoxalines from ketones and o-phenylenediamines in one pot has been developed. This transformation consisted of the generation of Koser's generation, α-tosyloxylation of ketones, nucleophilic substitution and intramolecular dehydration with o-phenylenediamines, and dehydrogenation. Website
- Li, Xiaoqing,Zhou, Can,Hu, Zhiyan,Xu, Xiangsheng
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p. 579 - 581
(2013/10/22)
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- Iodoarene-mediated α-tosyloxylation of ketones with MCPBA and p-toluenesulfonic acid
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Alkyl aryl ketones and dialkyl ketones could be converted into the corresponding α-tosyloxy ketones by the reaction with MCPBA and p-toluenesulfonic acid monohydrate (PTSA ? H2O) in the presence of a catalytic amount of molecular iodine (I
- Tanaka, Ayumi,Moriyama, Katsuhiko,Togo, Hideo
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experimental part
p. 1853 - 1858
(2011/09/16)
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- Iodobenzene-catalyzed synthesis of α-azidoketones and α-thiocyanatoketones from aryl ketones with MCPBA as a cooxidant
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Iodobenzene-catalyzed synthesis of α-azidoketones and α-thiocyanatoketones from aryl ketones with MCPBA as a cooxidant is described. The method is simple, rapid and practical, generating α-azidoketones and α-thiocyanatoketones from the aryl ketone without
- Chang, Ya-Li,Chung, Chi-Lin,Wu, Fang-Wen,Wang, Huey-Min,Hou, Rei-Sheu,Kang, Iou-Jiun,Chen, Ling-Ching
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experimental part
p. 149 - 152
(2011/04/16)
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- Iodobenzene-catalyzed synthesis of imidazo[1,2-a]pyridines from aryl ketones with mCPBA in ionic liquid
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Iodobenzene-catalyzed synthesis of imidazo[1,2-a]pyridines from aryl ketones with mCPBA as a cooxidant in ionic liquid is described. The method is simple, rapid and practical, generating Imidazo[1,2-a]pyridines from the aryl ketone without isolation of α-
- Chang, Ya-Li,Wang, Huey-Min,Hou, Rei-Sheu,Kang, Iou-Jiun,Chen, Ling-Ching
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experimental part
p. 153 - 156
(2011/04/16)
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- Enantioselective Rh-catalyzed transfer hydrogenation of α-sulfonyloxy heteroaryl ketones; asymmetric synthesis of (S)-bufuralol
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Asymmetric transfer hydrogenation of α-sulfonyloxy heteroaryl ketones mediated by Cp*RhCl[(S,S)-TsDPEN] using an azeotropic mixture of formic acid/triethylamine afforded the corresponding diol-2-monosulfonates in excellent yield with high enantioselectivity. This led to the asymmetric synthesis of (S)-bufuralol.
- Kwak, Se Hun,Lee, Do-Min,Lee, Kee-In
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experimental part
p. 2639 - 2645
(2010/03/25)
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- One-Pot Protocol for Synthesis of -Organosulfonyloxy Ketones from Secondary Alcohols Using Hypervalent Iodine(V)-Mediated Oxidations
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Tosyloxy ketones and -mesyloxy ketones were directly prepared from alcohols in one pot by treatment with hypervalent iodine(V) reagents in combination with p-toluenesulfonic acid and methanesulfonic acid, respectively, in moderate to good yields. Reaction
- Deshmukh, Swapnil S.,Huddar, Sameerana N.,Akamanchi, Krishnacharya G.
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experimental part
p. 3101 - 3110
(2009/11/30)
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- M-iodosylbenzoic acid: Recyclable hypervalent iodine reagent for-tosyloxylation and-mesyloxylation of ketones
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m-Iodosylbenzoic acid-mediated reactions of various carbonyl compounds provided-organosulfonyloxy carbonyl compounds in good yields. The final products could be easily isolated without any chromatographic purification by simple treatment of the crude mixt
- Yusubov, Mekhman S.,Funk, Tatyana V.,Yusubova, Roza Y.,Zholobova, Galina,Kirschning, Andreas,Park, Joo Yeon,Chi, Ki-Whan
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experimental part
p. 3772 - 3784
(2009/12/06)
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- 4-MeC6H4I-mediated efficient -tosyloxylation of ketones with oxone and p- toluenesulfonic acid in acetonitrile
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Various alkyl aryl ketones, dialkyl ketones, and cycloheptanone were efficiently converted into the corresponding -tosyl-oxy ketones in good yields by using Oxone and p-toluenesulfonic acid monohydrate in the presence of p-iodotoluene in aceton
- Tanaka, Ayumi,Togo, Hideo
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experimental part
p. 3360 - 3364
(2010/03/03)
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- A new application of hypervalent iodine (λ5) reagents with organosulfonic acids for direct α-organosulfonyloxylation carbonyl compounds
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Hypervalent iodine (λ5) reagents in combination with p-toluenesulfonic acid when reacted with ketones under reflux temperature in acetonitrile gave α-tosyloxy ketones in moderate to excellent yields. The reaction was developed further for both
- Mahajan, Ulhas S.,Akamanchi, Krishnacharya G.
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experimental part
p. 987 - 990
(2009/04/04)
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- Organic Reactions in Ionic Liquids: Ionic Liquid-Accelerated Nucleophilic Substitution Reaction of α-Tosyloxyketones with Potassium Salts of Aromatic Acids
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The room temperature ionic liquid 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim][BF4]) is used as a 'green' recyclable alternative to classical molecular solvents for the nucleophilic substitution reaction of α-tosyloxy ketones with pota
- Liu, Zhi,Chen, Zhen-Chu,Zheng, Qin-Guo
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- Organic reactions in ionic liquids: α-tosyloxylation of ketones
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The room temperature ionic liquid, n-butylpyridinium tetrafluoroborate (BPyBF4) is used as a ''green'' recyclable alternative to classical molecular solvents for the α-tosyloxylation of ketones.
- Xie, Yuan Xie,Chen, Zhen Chu,Zheng, Qin Guo
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p. 618 - 619
(2007/10/03)
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- Organic reactions in ionic liquids: Ionic liquid-accelerated cyclocondensation of α-tosyloxyketones with 2-aminopyridine
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The room temperature ionic liquid n-butylpyridinium tetrafluoroborate (BPyBF4) is used as a 'green' recyclable alternative to classical molecular solvents for the cyclocondensation of α-tosyloxyketones with 2-aminopyridine. Significant rate enh
- Xie, Yuan-Yuan,Chen, Zhen-Chu,Zheng, Qin-Guo
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p. 1505 - 1508
(2007/10/03)
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- Reactivities of novel [hydroxy(tosyloxy)iodo]arenes and [hydroxy(phosphoryloxy)iodo]arenes for α-tosyloxylation and α-phosphoryloxylation of ketones
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Novel [hydroxy(tosyloxy)iodo]arenes bearing 2-thienyl, 3-thienyl, N-tosyl-4-pyrazolyl, 3-trifluoromethylphenyl, and 3,5-bis(trifiuoromethy)phenyl as an aromatic group, and [hydroxy(phosphoryloxy)iodo]arenes bearing N. tosyl-4-pyrazolyl, 3-trifluoromethylp
- Nabana, Takahiro,Togo, Hideo
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p. 4362 - 4365
(2007/10/03)
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- Hypervalent iodine in synthesis 80: One pot preparation of Se-(β-oxoalkyl) O,O-dialkyl selenophospates by reaction of ketones, [hydroxy(tosyloxy)iodo]benzene, and potassium O,O-dialkyl selenophosphates
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One pot reactions of ketones, [hydroxy(tosyloxy)iodo]benzene and potassium O,O-dialkyl selenophosphates lead to the formation of the corresponding Se-(β-oxoalkyl)O,O-dialkyl selenophosphates under mild conditions and in good yield.
- Xie,Chen
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p. 156 - 157
(2007/10/03)
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- Highly Efficient α-Organosulfonyloxylation of Carbonyl Compounds under Microwave Irradiation
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Iodobenzene diacetate and organosulfonic acid mediated reaction of various carbonyl compounds under solventless microwave irradiation provided α-organosulfonyloxy carbonyl compounds in high yields.
- Lee, Jong Chan,Choi, Ju-Hee
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p. 234 - 235
(2007/10/03)
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- A convenient synthesis of 4-(2-furyl)-2-substituted thiazoles utilising [hydroxy(tosyloxy)iodo]benzene
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A facile synthesis of 4-(2-furyl)-2-substituted thiazoles by hypervalent iodine oxidation of 2-acetylfuran (1) using [hydroxy(tosyloxy)iodo]benzene, followed by treatment of the reaction mixture with appropriate thioureas/thioamides is described.
- Singh, Shiv P.,Naithani, Rajesh,Aggarwal, Ranjana,Prakash, Om
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p. 2371 - 2378
(2007/10/03)
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- A facile [hydroxy(tosyloxy)iodo]benzene mediated synthesis of symmetrical triazolo-[3,4-b]-1,3,4-thiadiazines
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Synthesis of the title compounds has been accomplished by a one-pot procedure involving the reaction of 3-substituted-4-amino-5-mercapto-1,2,4- triazoles and a variety of heterocyclic ketones in the presence of [hydroxy(tosyloxy)iodo]benzene.
- Singh, Shiv P.,Naithani, Rajesh,Aggarwal, Ranjana,Prakash, Om
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p. 3133 - 3141
(2007/10/03)
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- Reaction of benzene and benzene with Trimethylsilyl Enol Ethers. A New General Method for α-Sulfonyloxylation of Carbonyl Compounds
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Reaction of benzene (1) with trimethylsilyl enol ethers of aromatic ketones 4a-d, alicyclic ketone 7, aliphatic ketone 10, and esters 13a-c in dichloromethane at room temperature gives good yields of α-(tosyloxy)carbonyl compounds 5
- Moriarty, Robert M.,Penmasta, Raju,Awasthi, Alok K.,Epa, W. Ruwan,Prakash, Indra
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p. 1101 - 1104
(2007/10/02)
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