- A convenient synthesis of 4-substituted-4′-(2-thienyl)-2,2′-bithiazoles as potential phototoxic agents
-
Alpha-tosyloxyacetylthiophene (3), obtained by the hypervalent iodine oxidation of 2-acetylthiophene (2) using [hydroxy(tosyloxy)iodo]benzene (HTIB), on treatment with rubeanic acid exclusively generates 4-(2-thienyl)thiazole-2-thiocarboxamide (4) which upon subsequent treatment with a variety of alpha-tosyloxyketones (5) affords the title compounds (6) in excellent yields.
- Singh,Naithani,Aggarwal,Prakash
-
-
Read Online
- Novel α-tosyloxylation of ketones catalyzed by the in situ generated hypoiodous acid from alkyl iodide
-
Using a catalytic amount of 1-iodopropane, a novel and efficient procedure has been developed for direct preparation of α-tosyloxyketones from ketones. In this protocol, 1-iodopropane is first oxidized into iodosylpropane, which decomposes to form the key
- Zhang, Bijun,Han, Liuquan,Hu, Jiantao,Yan, Jie
-
p. 5851 - 5854
(2015/01/16)
-
- Effective α-tosyloxylation of ketones using 1,1,1-trifluoro-2-iodoethane as catalyst
-
With 1,1,1-trifluoro-2-iodoethane as catalyst, a novel and efficient procedure has been developed for preparation of α-tosyloxyketones from ketones. In this protocol, 1,1,1-trifluoro-2-iodoethane is first oxidized by m-chloroperbenzoic acid to a hypervale
- Zhang, Bijun,Han, Liuquan,Hu, Jiantao,Yan, Jie
-
supporting information
p. 3264 - 3270
(2015/10/06)
-
- Iodine-mediated α-sulfonyloxylation of alkyl aryl ketones with oxone and sulfonic acids
-
Alkyl aryl ketones are converted into the corresponding α-sulfonyloxyketones, in moderate to excellent yields, via a novel procedure that utilizes Oxone, p-toluenesulfonic acid or methanesulfonic acid and molecular iodine in a mixture of aceton
- Kikui, Hiroki,Moriyama, Katsuhiko,Togo, Hideo
-
p. 791 - 797
(2013/04/10)
-
- An iodobenzene-catalysed domino route toward quinoxaline derivatives from simple ketones and o-phenylenediamines in one pot
-
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
-
p. 579 - 581
(2013/10/22)
-
- A novel one-pot method for αα-tosyloxylation of ketones using a catalytic amount of ammonium iodide
-
A novel one-pot procedure was designed for the preparation of various α-tosyloxy ketones in good yields by the reaction of ketones with m-chloroperoxybenzoic acid and p-toluenesulfonic acid monohydrate in the presence of catalytic amounts of ammonium iodi
- Hu, Jiantao,Zhu, Min,Xu, Yuan,Yan, Jie
-
experimental part
p. 1226 - 1232
(2012/05/20)
-
- Iodoarene-mediated α-tosyloxylation of ketones with MCPBA and p-toluenesulfonic acid
-
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
-
experimental part
p. 1853 - 1858
(2011/09/16)
-
- Iodobenzene-catalyzed synthesis of α-azidoketones and α-thiocyanatoketones from aryl ketones with MCPBA as a cooxidant
-
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
-
experimental part
p. 149 - 152
(2011/04/16)
-
- Iodobenzene-catalyzed synthesis of imidazo[1,2-a]pyridines from aryl ketones with mCPBA in ionic liquid
-
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
-
experimental part
p. 153 - 156
(2011/04/16)
-
- 4-MeC6H4I-mediated efficient -tosyloxylation of ketones with oxone and p- toluenesulfonic acid in acetonitrile
-
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
-
experimental part
p. 3360 - 3364
(2010/03/03)
-
- M-iodosylbenzoic acid: Recyclable hypervalent iodine reagent for-tosyloxylation and-mesyloxylation of ketones
-
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
-
experimental part
p. 3772 - 3784
(2009/12/06)
-
- Enantioselective Rh-catalyzed transfer hydrogenation of α-sulfonyloxy heteroaryl ketones; asymmetric synthesis of (S)-bufuralol
-
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
-
experimental part
p. 2639 - 2645
(2010/03/25)
-
- One-pot synthesis of α-formyloxy ketones from enolizable ketones
-
One-pot synthesis of α-formyloxy tones as well as α-acetoxy ketones from enolizable ketones and [hydroxy(tosyloxy) iodo] benzene (HTIB)/polymer supported [hydroxy(tosyloxy) iodo] benzene (PSHTIB) in N,N-dimethylformamide (DMF)/N, N-dimethylacetamide (DMA)
- Kumar, Sunil,Kumar, Ashok,Gupta, Rakesh K.,Kumar, Devinder
-
p. 338 - 345
(2008/04/01)
-
- Hypervalent iodine in the synthesis of bridgehead heterocycles: A facile route to the synthesis of 6-arylimidazo[2,1-b]thiazoles using [hydroxy(tosyloxy)iodo]benzene
-
α-Tosyloxyketones (2), readily accessible through hypervalent iodine oxidation of enolizable ketones (1) using [hydroxy(tosyloxy)iodo]benzene (HTIB) in acetonitrile, exclusively generates the 6-arylimidazo[2,1-b]thiazoles (4) on treatment with commerciall
- Aggarwal, Ranjana,Sumran, Garima
-
p. 875 - 879
(2007/10/03)
-
- A facile synthesis of thiazole-2(3H)-thiones through [hydroxy(tosyloxy) iodo]benzene
-
A one-pot facile synthesis of thiazole-2(3H)-thiones (4) has been achieved by hypervalent iodine oxidation of ketones (1) using [hydroxy (tosyloxy)iodo]benzene, followed by the treatment of the reaction mixture with dithiocarbamate salts (3) The intermediate α-tosyloxy-ketones (2) have also been isolated and converted to the target compounds.
- Aggarwal, Ranjana,Pundeer, Rashmi,Kumar, Vinod,Chaudhri, Vishwas,Singh, Shiv P.,Prakash, Om
-
p. 2659 - 2664
(2007/10/03)
-
- Reactivities of novel [hydroxy(tosyloxy)iodo]arenes and [hydroxy(phosphoryloxy)iodo]arenes for α-tosyloxylation and α-phosphoryloxylation of ketones
-
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
-
p. 4362 - 4365
(2007/10/03)
-
- A facile [hydroxy(tosyloxy)iodo]benzene mediated synthesis of symmetrical triazolo-[3,4-b]-1,3,4-thiadiazines
-
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
-
p. 3133 - 3141
(2007/10/03)
-
- A novel thallium(III) - mediated approach to 2-substituted thiazoles from enolizable ketones
-
Treatment of thallium (III) p-tolylsulphonate (TTS) with enolizable ketones (1) in refluxing acetonitrile or dioxane followed by addition of thiourea or thioamides provides a novel approach for the synthesis of 2-substituted thiazoles (3).
- Khanna, Mahavir S.,Garg, Chandra P.,Kapoor, Ram P.
-
-
- Hypervalent iodine oxidation: A facile access to α-thiocyanatoketones
-
Aryl alkyl ketones (1) on treatment with benzene or benzene undergo oxidation via α-sulphonyloxyketones as intermediates to form α-thiocyanoketones (2) in excellent yields.
- Khanna, Mahavir S.,Sangeeta,Garg, Chandra P.,Kapoor, Ram P.
-
-
- Reaction of benzene and benzene with Trimethylsilyl Enol Ethers. A New General Method for α-Sulfonyloxylation of Carbonyl Compounds
-
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
-
p. 1101 - 1104
(2007/10/02)
-