- Synthesis of Isatins through Direct Oxidation of Indoles with IBX-SO3K/NaI
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The direct conversion of indoles into isatins is presented. The reagent mixture NaI/IBX-SO3K, containing a sulfonylated derivative of 2-iodoxybenzoic acid, was employed to trigger this oxidative process. Moreover, the synthetic route toward IBX-SO3K and the X-ray crystal structure of the title compound are described in great detail.
- Bredenkamp, Angla,Mohr, Fabian,Kirsch, Stefan F.
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p. 1937 - 1943
(2015/06/30)
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- Practical azidation of 1,3-dicarbonyls
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An operationally simple, direct azidation of 1,3-dicarbonyl compounds has been developed. The reaction proceeds readily under ambient conditions using sodium azide and an iodine-based oxidant such as I2 or 2-iodoxybenzoic acid (IBX)-SO3K/NaI. In particular, the latter method, as a new and well-balanced oxidizing agent, shows excellent functional group tolerance and substrate scope and thus allows access to a variety of tertiary 2-azido and 2,2-bisazido 1,3-dicarbonyl compounds that would be more difficult to access by using traditional methods. Because the azide-containing products easily undergo 1,3-dipolar cycloaddition with alkynes, our report represents a novel route to analogues of sensitive complex molecules. Click into place! An operationally simple, direct azidation of 1,3-dicarbonyl compounds has been developed (see scheme). The reaction proceeds readily under ambient conditions using sodium azide and an iodine-based oxidant, such as I2 or 2-iodoxybenzoic acid (IBX)-SO3K/NaI. The oxidative methods show excellent functional-group tolerance and substrate scope and thus allow access to a variety of tertiary 2-azido and 2,2-bisazido 1,3-dicarbonyl compounds. Copyright
- Harschneck, Tobias,Hummel, Sara,Kirsch, Stefan F.,Klahn, Philipp
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supporting information; experimental part
p. 1187 - 1193
(2012/03/11)
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- Bromamine-B/PdCl2 is an efficient system for the synthesis of anthranilic acids from indoles and indigos
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A convenient method has been developed for the conversion of indoles and indigos into anthranilic acids in good to excellent yields using a bromamine-B/PdCl2 system. The general process utilizes our efficient method for the oxidation of indoles and indigos in alkaline (pH 12) acetonitrile/water (1:1) at 60°C. Copyright Taylor & Francis Group, LLC.
- Kumar, C. Vinod,Shivananda,Raju, C. Nagu,Jagadeesh
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experimental part
p. 3480 - 3487
(2011/02/22)
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- Sulfonation of arylamines Part 9 - Solid state synthesis of di-ortho ring substituted aminobenzenesulfonic acids
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Di-ortho ring substituted arylammonium sulfates (Di-o-RSAS) have been prepared from the corresponding arylamines by treatment with conc. H2SO4 and characterized by elemental, gravimetric and spectral analyses. These sulfates yield the corresponding ring substituted aminobenzenesulfonic acids (RSABSA) when subjected to thermal energy. Non-isothermal gravimetric studies on di-o-RSAS support the formation of RSABSA. It is observed that most of the salts undergo transformation to acid in solid state via proton transfer reaction prior to sulfonation.
- Singh, Gurdip,Kapoor, Inder Pal Singh,Singh, Jyotsna
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p. 1114 - 1117
(2007/10/03)
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- Carbapenem antibiotic compounds
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A carbapenem compound of the formula (I) STR1 wherein: R1 is 1-hydroxyethyl, 1-fluoroethyl or hydroxymethyl; R2 is hydrogen or C1-4 alkyl; R3 is hydrogen or C1-4 alkyl; R4 is hydroxy or carboxy; and the phenyl ring is optionally further substituted by one or two substituents selected from halo, cyano, C1-4 alkyl, nitro, hydroxy, carboxy, C1-4 alkoxy, trifluoromethyl, C1-4 alkoxycarbonyl, carbamoyl, C1-4 alkylcarbamoyl, di-C1-4 alkylcarbamoyl, amino, C1-4 alkylamino, di-C1-4 alkylamino sulphonic acid, C1-4 alkylS(O)n --(wherein n is 0-2), N-C1-4 alkanesulphonamido, C1-4 alkanoylamino and C1-4 alkanoyl(N-C1-4 alkyl)amino: provided that the phenyl ring is substituted by at least one carboxy; or a pharmaceutically acceptable salt or in vivo hydrolysable ester thereof.
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- Triphendioxazine dyestuffs
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The novel triphendioxazine dyestuffs of the formula STR1 in which the substituents R, R', T1, T2, X, Y and n have the meanings given in the description are highly suitable for the dyeing and printing of cellulose-containing or amido-containing material.
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- Fibre-reactive dyes, containing both chloro and fluoro triazine radicals
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Fibre-reactive dyes of the formula STR1 wherein D is the radical of a benzene or naphthalene azo dye which contains sulpho groups, each of R1, R2 and R3 is a hydrogen atom, B is an arylene group and A is an amino group.
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- Process for monoacylating water-soluble organic amino compounds
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A process for the monoacylation of water-soluble organic amino compounds with 2,4,6-trifluoro-s-triazine, which comprises introducing all reactants simultaneously and continuously in the amounts necessary for the required throughput into the reaction space and removing the resultant reaction products continuously therefrom.
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