Synthesis of Sulfones of 4h-1,4-Benzothiazines and Phenothiazines

Kumar, Gulshan; Gupta, Vandana; Gautam, D. C.; Gupta, R.

doi:10.1080/10426500490466931

Cited by 6 publications

(6 citation statements)

References 9 publications

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“…Phenothiazine sulfones and 4H-1,4-benzothiazine sulfones were prepared by oxidation of the corresponding benzothiazines and phenothiazines with 30% hydrogen peroxide in glacial acetic acid [73]. The same reagent was used for the oxidation of phenanthrene to diphenic acid [69].…”

Section: Hydroperoxides In Acidic Mediamentioning

confidence: 99%

Non-Metal and Enzymatic Catalysts for Hydroperoxide Oxidation of Organic Compounds

Młochowski¹

2011

TOCATJ

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Oxidation of different groups of organic compounds, with hydroperoxides catalyzed by non-heavy metal containing low-molecular-weight compounds and enzymes is reviewed. This article is concentrated mainly on the hydrogen peroxide and tert-butyl hydroperoxide, however other less common hydroperoxides are also mentioned. Since hydroperoxides themselves are inactive toward most of the organic substrates, in situ activation of the oxidant is necessary. For this purpose various activators have been applied in stoichiometric or catalytic amounts. The carboxylic acids, nitriles, amides and urea are representative for the first category. The organocatalysts such as-halo carbonyl compounds, ketones, imines, iminium salts, nitroxyl radicals and polyaminoacids, selenium compounds and enzymes are presented. They are involved in oxygen, and electron transfer processes whose mechanisms are briefly discussed, and their applications in laboratory and industrial synthesis are indicated.

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Section: Hydroperoxides In Acidic Mediamentioning

confidence: 99%

Non-Metal and Enzymatic Catalysts for Hydroperoxide Oxidation of Organic Compounds

Młochowski¹

2011

TOCATJ

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“…1,1-Dioxo-4H-1,4-benzothiazines can be readily synthesized by the oxidation of 4H-1,4-benzothiazines [9][10][11][12][13], intramolecular cyclization of N-[(2-alkylsulfonyl)phenyl]amides of carboxylic acids [14][15][16][17], spontaneous cyclization of 1-[(2-nitrophenyl)sulfonyl]ketones during reduction [18,19].…”

Section: Introductionmentioning

confidence: 99%

Modelling One-Pot Method for Synthesis of 2,3-Dihydro-1<i>H</i>-pyrrolo[2,1-<i>c</i>][1,4]benzothiazine 5,5-Dioxides and Their Homologues

Grevtsov¹,

Zaremba²,

Bondarenko³

et al. 2013

IJOC

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“…In particular the synthesis of the S-oxidized system, 4H-1,4-benzothiazine-1,1-dioxide, has been the object of several studies and patents for industrial and pharmacological applications [2][3][4][5]. The synthesis of such systems usually started from 2-aminobenzenethiols which were treated with -diketones to give the 2,3-disubstituted heterocyclic ring through the formation of an intermediate enaminoketone [4][5][6][7][8]. The further step, i.e.…”

Section: Introductionmentioning

confidence: 99%

“…The further step, i.e. the oxidation at the sulfur, was usually performed with 30% hydrogen peroxide in glacial acetic acid [6][7][8]. An alternative method reported by Schou started from pyridinium sulfonate salts which were converted into 2-cyanomethylsulfonyl acetanilides: base catalyzed ring closure gave the Soxidized benzothiazinic system [3].…”

Section: Introductionmentioning

confidence: 99%

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High yield synthesis of 4H‐1,4‐benzothiazine‐1,1‐dioxide derivatives

Montis

Fattuoni

Cadoni

et al. 2008

Journal of Heterocyclic Chem

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4H-1,4-Benzothiazine-1,1-dioxide derivatives were synthesized through a sequence of almost quantitative reactions. The commercial starting material 2-(methylsulfanyl)aniline was Boc-protected, N-acylated and oxidized at the sulfur atom to obtain a sulfonyl derivative. An anionic transposition of the acyl group followed by a simultaneous deprotection-cyclization gave the title products in excellent yields. All products and intermediates were fully characterized.\ud \ud \u

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Synthesis of Sulfones of 4h-1,4-Benzothiazines and Phenothiazines

Cited by 6 publications

References 9 publications

Non-Metal and Enzymatic Catalysts for Hydroperoxide Oxidation of Organic Compounds

Non-Metal and Enzymatic Catalysts for Hydroperoxide Oxidation of Organic Compounds

Modelling One-Pot Method for Synthesis of 2,3-Dihydro-1<i>H</i>-pyrrolo[2,1-<i>c</i>][1,4]benzothiazine 5,5-Dioxides and Their Homologues

High yield synthesis of 4H‐1,4‐benzothiazine‐1,1‐dioxide derivatives

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Synthesis of Sulfones of 4h-1,4-Benzothiazines and Phenothiazines

Cited by 6 publications

References 9 publications

Non-Metal and Enzymatic Catalysts for Hydroperoxide Oxidation of Organic Compounds

Non-Metal and Enzymatic Catalysts for Hydroperoxide Oxidation of Organic Compounds

Modelling One-Pot Method for Synthesis of 2,3-Dihydro-1&lt;i&gt;H&lt;/i&gt;-pyrrolo[2,1-&lt;i&gt;c&lt;/i&gt;][1,4]benzothiazine 5,5-Dioxides and Their Homologues

High yield synthesis of 4H‐1,4‐benzothiazine‐1,1‐dioxide derivatives

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Modelling One-Pot Method for Synthesis of 2,3-Dihydro-1<i>H</i>-pyrrolo[2,1-<i>c</i>][1,4]benzothiazine 5,5-Dioxides and Their Homologues