e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Oxidative decyanation of secondary nitriles to ketones

RW Freerksen, SJ Selikson, RR Wroble…

Index: Freerksen, Robert W.; Selikson, Sandra J.; Wroble, Randall R.; Kyler, S. Keith; Watt, David S. Journal of Organic Chemistry, 1983 , vol. 48, # 22 p. 4087 - 4096

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Citation Number: 49

Abstract

Procedures for the oxidative decyanation of secondary nitriles to ketones involve (1) iodination of N-(trialkylsily1) ketenimines derived from secondary nitriles and subsequent hydrolysis of the dodo nitriles with silver oxide,(2) addition of nitrosobenzene to N- (trialkylsilyl) ketenimines,(3) conversion of secondary nitriles to a-(phenylthio) nitriles and subsequent hydrolysis with N-bromosuccinimide in aqueous acetonitrile, and (4) ...

Phosphonic acid, P-(1-cyanoethyl)-, diethyl ester Structure

Phosphonic acid...

Cyclododecanone Structure

Cyclododecanone

~92%

2-cyclododecylidenepropanenitrile Structure

2-cyclododecyli...

2-(10,13-dimethyl-1,2,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxolan]-17-yl)propanenitrile Structure

2-(10,13-dimeth...

~%

Pregn-5-ene-3,20-dione(6CI,7CI,8CI,9CI) Structure

Pregn-5-ene-3,2...

Sodium cyanide Structure

2-Bromooctane Structure

~70%

2-methyloctanenitrile Structure

2-methyloctanen...

2-(4-methoxyphenyl)-2-phenyl-acetonitrile Structure

2-(4-methoxyphe...

~90%

4-Methoxybenzophenone Structure

4-Methoxybenzop...

N/A Structure

~%

2-Pentanone, 5-phenyl- Structure

2-Pentanone, 5-...

1-Bromo-3-phenylpropane Structure

1-Bromo-3-pheny...

~%

2-Pentanone, 5-phenyl- Structure

2-Pentanone, 5-...

Butanamide, 2-bromo- Structure

Butanamide, 2-bromo-

~78%

2-bromobutanenitrile Structure

2-bromobutanenitrile

2-bromo-3-methyl-butanamide Structure

2-bromo-3-methy...

~%

2-diethoxyphosphoryl-3-methylbutanenitrile Structure

2-diethoxyphosp...

2-bromo-3-methylbutanenitrile Structure

2-bromo-3-methy...

Triethyl phosphite Structure

Triethyl phosphite

~40%

2-diethoxyphosphoryl-3-methylbutanenitrile Structure

2-diethoxyphosp...

3-Methylbutanoic acid Structure

3-Methylbutanoi...

~31%

2-bromo-3-methyl-butanamide Structure

2-bromo-3-methy...

2,5-diphenylvaleronitrile Structure

2,5-diphenylval...

~%

1,4-diphenyl-1-butanone Structure

1,4-diphenyl-1-...

1-Bromo-3-phenylpropane Structure

1-Bromo-3-pheny...

~%

1,4-diphenyl-1-butanone Structure

1,4-diphenyl-1-...

Benzyl cyanide Structure

~%

1,4-diphenyl-1-butanone Structure

1,4-diphenyl-1-...

2-phenyl-cyclohex-3-enecarbonitrile Structure

2-phenyl-cycloh...

~%

2-phenylcyclohex-2-en-1-one Structure

2-phenylcyclohe...

TRANS-1-PHENYL-1,3-BUTADIENE Structure

TRANS-1-PHENYL-...

~%

2-phenylcyclohex-2-en-1-one Structure

2-phenylcyclohe...

Butyric Acid Structure

~48%

Butanamide, 2-bromo- Structure

Butanamide, 2-bromo-