Oxidation of indoles by n-chloro-n-sodio-p-toluenesulphonamide in alkaline medium catalysed by osmium(VIII): a kinetic study

Rangappa, Kanchugarakoppal S.; Esterline, Daniel T.; Mythily, C. K.; Mahadevappa, D. S.; Ambekar, S. Y.

doi:10.1016/s0277-5387(00)84603-3

Cited by 11 publications

(7 citation statements)

References 8 publications

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“…Rangappa et al 8 have examined the kinetics of oxidation of indole by chloramines-T in the presence of Os(VIII) in alkaline medium. Peroxomonosulphate can also be used to convert indoles to oxindoles 9 .…”

Section: Introductionmentioning

confidence: 99%

Kinetics and mechanism of meso-tetraphenylporphyriniron(III) chloride (TPP) catalysed oxidation of indole by sodium perborate

Durairaj¹,

Karunakaran²

2013

Polish Journal of Chemical Technology

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Developing catalyst is very signifi cant for biologically important reactions which yield products, used as drugs. Mechanistic study on meso-tetraphenylporphyriniron(III) chloride (TPP) catalysed oxidation of indole by sodium perborate in aqueous acetic acid medium have been carried out. The reaction follows a fractional order with respect to substrate and catalyst. The order with respect to oxidant was found to be one. Increase in the percentage of acetic acid and increase in the concentration of [H + ] decreased the rate. The reaction fails to initiate polymerization, and a radical mechanism is ruled out. Activation and thermodynamic parameters have been computed. A suitable kinetic scheme based on these observations has been proposed. Signifi cant catalytic activity is observed for the reaction system in the presence of TPP.

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Section: Introductionmentioning

confidence: 99%

Kinetics and mechanism of meso-tetraphenylporphyriniron(III) chloride (TPP) catalysed oxidation of indole by sodium perborate

Durairaj¹,

Karunakaran²

2013

Polish Journal of Chemical Technology

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“…Lawson and Witkop have shown that N -bromosuccinimide can be used to convert indoles to oxindoles [7,8]. Rangappa et al [9] have examined the kinetics of oxidation of indole by chloramine-T in the presence of Os(VIII) in alkaline medium.…”

Section: Introductionmentioning

confidence: 99%

Kinetics and mechanism of oxidation of indole by HSO

Meenakshisundaram¹,

Sarathi²

2006

Int J of Chemical Kinetics

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Mechanistic studies on the oxidation of indole [IND] by HSO − 5 in aqueous CH 3 CN medium (80:20 v/v) have been carried out, and the reaction is characterized by the rate law −d[HSO − 5 ]/dt = k[IND][HSO − 5 ]HSO − 5 and SO 2− 5 are probably the respective electrophiles in acidic and basic mediums. Nucleophilic attack of the ethylenic bond on the persulfate oxygen is envisaged to explain the reactivity. The reaction fails to initiate polymerization, and a radical mechanism is ruled out. Thermodynamic parameters very much suggest a bimolecular process. No significant catalytic activity is observed for the reaction system in the presence of Ag +

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“…Lawson and Witkop have shown that N-bromosuccinimide can be used to convert indoles to oxindoles 6,7 . Rangappa et al 8 have examined the kinetics of oxidation of indole by chloramines-T in the presence of Os(VIII) in alkaline medium. Peroxomonosulphate can also used to convert indoles to oxindoles 9 .…”

Section: Introductionmentioning

confidence: 99%

Kinetics and Mechanism of Meso-Tetraphenylporphyriniron(iii) Chloride (Tpp) Catalysed Oxidation of Indole by Magnesiummono Peroxyphthalate

Durairaj¹,

Karunakaran²

2012

Int J Pharmceut Chem

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ABSTRACT:Mechanistic study on meso-tetraphenylporphyriniron(III) chloride (TPP) catalysed oxidation of indole by magnesiummonoperoxyphthalate in aqueous acetonitrile medium have been carried out. The reaction follows a fractional order with respect to substrate and catalyst. The order with respect to oxidant was found to be one. Increase in percentage of acetonitrile and increase in the concentration of [H + ] decreased the rate.The reaction fails to initiate polymerization, and a radical mechanism is ruled out. Activation and thermodynamic parameters have been computed. A suitable kinetic scheme based on these observations is proposed. Significant catalytic activity is observed for the reaction system in the presence of TPP.

show abstract

Oxidation of indoles by n-chloro-n-sodio-p-toluenesulphonamide in alkaline medium catalysed by osmium(VIII): a kinetic study

Cited by 11 publications

References 8 publications

Kinetics and mechanism of meso-tetraphenylporphyriniron(III) chloride (TPP) catalysed oxidation of indole by sodium perborate

Kinetics and mechanism of meso-tetraphenylporphyriniron(III) chloride (TPP) catalysed oxidation of indole by sodium perborate

Kinetics and mechanism of oxidation of indole by HSO

Kinetics and Mechanism of Meso-Tetraphenylporphyriniron(iii) Chloride (Tpp) Catalysed Oxidation of Indole by Magnesiummono Peroxyphthalate

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