Potassium tetracarbonylhydridoferrate : A reagent for the selective reduction of carbonyl groups

Brunet, Jean‐Jacques; Chauvin, Rémi; Kindela, F. B.; Neibecker, Denis

doi:10.1016/s0040-4039(00)78502-9

Cited by 12 publications

(8 citation statements)

References 22 publications

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“…Amongst the methods for the reduction of isatin to dioxindoles are the uses of Zn/HgCl 2 in refluxing benzene 72 and Fe/HCl in aqueous ethanol 134 , as well as eletrochemical 135 and photochemical 75 reduction. NMethylisatin can be reduced to the corresponding dioxindole in quantitative yield by reaction with potassium tetracarbonylhydridoferrate (KHFe(CO) 4 ) 136 .…”

Section: Synthesis Of Oxindoles and Dioxindolesmentioning

confidence: 99%

See 1 more Smart Citation

The chemistry of isatins: a review from 1975 to 1999

Silva¹,

Garden²,

Pinto³

2001

J. Braz. Chem. Soc.

860

447

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Isatinas (1H-indol-2,3-diona) são compostos de grande versatilidade sintética, podendo ser utilizados na obtenção de diversos sistemas heterociclos, como derivados indólicos e quinolínicos, o que as tornam importantes matérias-primas na síntese de fármacos. Isatinas também têm sido detectadas em tecidos de mamíferos, o que tem despertado o interesse em seu estudo como moduladores em diversos processos bioquímicos. Os avanços na aplicação de isatinas em síntese orgânica, bem como na compreensão de seus efeitos biológicos e farmacológicos nos últimos vinte e cinco anos encontram-se relatados nesta revisão e seus respectivos materiais suplementares.Isatins (1H-indole-2,3-dione) are synthetically versatile substrates, where they can be used for the synthesis of a large variety of heterocyclic compounds, such as indoles and quinolines, and as raw material for drug synthesis. Isatins have also been found in mammalian tissue and their function as a modulator of biochemical processes has been the subject of several discussions. The advances in the use of isatins for organic synthesis during the last twenty-five years, as well as a survey of its biological and pharmacological properties are reported in this review and in the accompanying supplementary information.

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Section: Synthesis Of Oxindoles and Dioxindolesmentioning

confidence: 99%

“…The reaction of isatin with P 4 S 10 in pyridine resulted in the obtention of pentathiepino [6,7-b]indole 136 (Scheme 91).…”

Section: Oxygen Sulfur and Phosphorous Nucleophilesmentioning

confidence: 99%

The chemistry of isatins: a review from 1975 to 1999

Silva¹,

Garden²,

Pinto³

2001

J. Braz. Chem. Soc.

860

447

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“…[12] In contrast, we have K ϩ [HCr(CO) 5 ] Ϫ . [5] now found that the chromium analogue 1 reacts with keThe reactivity of [PPN] ϩ [HCr(CO) 5 ] Ϫ {[PPN] ϩ ϭ tones to give the corresponding alcohol in the absence of bis(triphenylphosphoranylidene)ammonium} has been pre-any Brønstedt acid.…”

Section: Resultsmentioning

confidence: 99%

Catalytic Transfer Hydrogenation of Ketones with KHCr(CO)5/HCO2H/Et3N Systems

Brunet¹,

Chauvin

Leglaye

1999

Eur. J. Inorg. Chem.

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“…KHFe(CO) 4 is generally prepared in situ, prior to the reaction, from Fe(CO) 5 (1 equiv) and KOH (3 equiv) in MeOH, under an inert atmosphere. 3 THF solutions of NaHFe(CO) 4 can be prepared from sodium amalgam and Fe(CO) 5 in anhydrous THF.…”

Section: Preparationmentioning

confidence: 99%

“…Ester, amide and nitrile groups, as well as other unactivated carbonyl functions, remain intact under the reaction conditions. 5 (B) In the presence of NaHFe(CO) 4 or KHFe(CO) 4 , azides or acyl azides can be converted into the corresponding primary amines or amides. 6 (C) HFe(CO) 4 salts are convenient and general hydride sources for reductive amination reactions.…”

Section: Abstractsmentioning

confidence: 99%

Tetracarbonylhydridoferrate Salts: NaHFe(CO)₄and KHFe(CO)₄

Pospíšil¹

2005

Synlett

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This feature focuses on a reagent chosen by a postgraduate, highlighting the uses and preparation of the reagent in current research Tetracarbonylhydridoferrate Salts: NaHFe(CO) 4 and KHFe(CO) 4 Compiled by Ji í Pospíšil Ji í Pošpíšil was born in T ebíč (Czech republic) in 1979. He completed his M.Sc. (2002) in chemistry at Masaryk University in Brno, Czech republic, under the supervision of Prof. M. Potáček. He is currently working towards his Ph.D. in organic chemistry under the supervision of Prof. I.

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Potassium tetracarbonylhydridoferrate : A reagent for the selective reduction of carbonyl groups

Cited by 12 publications

References 22 publications

The chemistry of isatins: a review from 1975 to 1999

The chemistry of isatins: a review from 1975 to 1999

Catalytic Transfer Hydrogenation of Ketones with KHCr(CO)5/HCO2H/Et3N Systems

Tetracarbonylhydridoferrate Salts: NaHFe(CO)₄and KHFe(CO)₄

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Potassium tetracarbonylhydridoferrate : A reagent for the selective reduction of carbonyl groups

Cited by 12 publications

References 22 publications

The chemistry of isatins: a review from 1975 to 1999

The chemistry of isatins: a review from 1975 to 1999

Catalytic Transfer Hydrogenation of Ketones with KHCr(CO)5/HCO2H/Et3N Systems

Tetracarbonylhydridoferrate Salts: NaHFe(CO)4and KHFe(CO)4

Contact Info

Product

Resources

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Tetracarbonylhydridoferrate Salts: NaHFe(CO)₄and KHFe(CO)₄