The Function of Base in the Catalytic Dehalogenation of Aliphatic Halides. Reduction of Dichloromethylmethylcyclohexanones in the Presence of Potassium Hydroxide and Triethylamine

Reinecke, Manfred G.

doi:10.1021/jo01025a011

Cited by 9 publications

(1 citation statement)

References 3 publications

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“…Firstly, in the removal of halogen from an organic molecule by hydrogenolysis, the hydrogen halide formed poisons the catalyst, if not neutralized. For neutralization purposes we have used triethylamine which has been said to be superior to potassium hydroxide (11) previously used in the synthesis of [3H] indol-3-yl carbinol (5).…”

Section: Radiosynthesismentioning

confidence: 99%

Synthesis of [³H]‐labelled glucobrassicin, a potential radiotracer for metabolic studies of indole glucosinolates

Chevolleau¹,

Joseph

Rollin

1993

Labelled Comp Radiopharmac

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Glucobrassicin, an indole glucosinolate widespread in cruciferous plants, appears to be involved in anticarcinogenic activity via its breakdown products. In order to study the "in vivo" metabolism of glucobrassicin. we have synthesized the 5-[3H]-indol-3-ylmethyl glucosinolate (3H-labelled glucobrassicin) starting from artificial peracetylated 5-bromoindol-3-ylmethyl glucosinolate. The labelled compounds were characterized by radio-HPLC and FAB mass spectrometry.

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Section: Radiosynthesismentioning

confidence: 99%

Synthesis of [³H]‐labelled glucobrassicin, a potential radiotracer for metabolic studies of indole glucosinolates

Chevolleau¹,

Joseph

Rollin

1993

Labelled Comp Radiopharmac

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Heteroaromatic Photosubstitutions

Párkányi

1981

Bulletin des Soc Chimique

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reactions are divided into four mjor typ?s: philic photosubstitutions, c) nucleophilic photosubstitutions, ard d) electron-tmnsfer assisted photodmticns and photdehalogenations. types. treated in detail. Fnotosubstitution rractions of n-electron heterocycles are reviewed and discussed. The a) free-radical photosubstitutions, b) elec9x-o-Cxamples are given for each of the four Photaleluloge~tions and electron-transfer assisted photcdehalogenations are then Present address (byJuly, 1981): Vniversit6 des Sciences et Techniques de Lille 1, F-59655 Villenewe d'Ascq a d e x , Fkance. Laboratoh de C h M e Crganique physique, Kt. C3,

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Carbon-halogen hydrogenolysis

Kieboom¹,

Rantwijk²

1977

Hydrogenation and Hydrogenolysis in Synthetic Organic Chemistry

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The Function of Base in the Catalytic Dehalogenation of Aliphatic Halides. Reduction of Dichloromethylmethylcyclohexanones in the Presence of Potassium Hydroxide and Triethylamine

Abstract: Org, Chem., 27, 4249 (1962)] has published data which he considers indicative that 6substituted l-phenylcyclohexenes also adopt a half-chair conformation, but hie inveetigation did not yield any complete analyses.

Cited by 9 publications

References 3 publications

Synthesis of [³H]‐labelled glucobrassicin, a potential radiotracer for metabolic studies of indole glucosinolates

Synthesis of [³H]‐labelled glucobrassicin, a potential radiotracer for metabolic studies of indole glucosinolates

Heteroaromatic Photosubstitutions

Carbon-halogen hydrogenolysis

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The Function of Base in the Catalytic Dehalogenation of Aliphatic Halides. Reduction of Dichloromethylmethylcyclohexanones in the Presence of Potassium Hydroxide and Triethylamine

Abstract: Org, Chem., 27, 4249 (1962)] has published data which he considers indicative that 6substituted l-phenylcyclohexenes also adopt a half-chair conformation, but hie inveetigation did not yield any complete analyses.

Cited by 9 publications

References 3 publications

Synthesis of [3H]‐labelled glucobrassicin, a potential radiotracer for metabolic studies of indole glucosinolates

Synthesis of [3H]‐labelled glucobrassicin, a potential radiotracer for metabolic studies of indole glucosinolates

Heteroaromatic Photosubstitutions

Carbon-halogen hydrogenolysis

Contact Info

Product

Resources

About

Synthesis of [³H]‐labelled glucobrassicin, a potential radiotracer for metabolic studies of indole glucosinolates

Synthesis of [³H]‐labelled glucobrassicin, a potential radiotracer for metabolic studies of indole glucosinolates