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

Air oxidation of Reissert compounds

MD Rozwadowska, D Brózda

Index: Rozwadowska, Maria; Brozda, Danuta Canadian Journal of Chemistry, 1980 , vol. 58, p. 1239 - 1242

Full Text: HTML

Citation Number: 17

Abstract

Reissert compounds undergo autoxidation in basic solution giving rise to isoquinaldo-or quinaldonitriles. Under the same reaction conditions, dihydroisoquinoline Reissert compounds undergo oxidative decyanation to dihydroisocarbostirils. The intermediacy of α- peroxycyanides is proposed in this transformation.

2-benzoyl-3,4-dihydro-1H-isoquinoline-1-carbonitrile Structure

2-benzoyl-3,4-d...

~%

benzoic acid Structure

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6,7-Dimethoxy-2-ethoxycarbonyl-1,2-dihydroisoquinaldonitrile Structure

6,7-Dimethoxy-2...

~93%

6,7-dimethoxyisoquinoline-1-carbonitrile Structure

6,7-dimethoxyis...

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2-benzoyl-3,4-dihydroisoquinolin-1(2H)-one Structure

2-benzoyl-3,4-d...

~56%

3,4-Dihydroisoquinolin-1(2H)-one Structure

3,4-Dihydroisoq...

benzoic acid Structure

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N/A Structure

~56%

3,4-Dihydroisoquinolin-1(2H)-one Structure

3,4-Dihydroisoq...

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1(2H)-Quinolinecarboxylicacid, 2-cyano-, ethyl ester Structure

1(2H)-Quinoline...

~45%

quinaldonitrile Structure

quinaldonitrile

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1-Benzoyl-1, 2-dihydro-2-quinolinecarbonitrile Structure

1-Benzoyl-1, 2-...

~45%

quinaldonitrile Structure

quinaldonitrile

benzoic acid Structure

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6-benzoyl-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]isoquinolin-5-one Structure

6-benzoyl-7,8-d...

~%

1,3-Dioxolo[4,5-g]isoquinolin-5(6H)-one,7,8-dihydro Structure

1,3-Dioxolo[4,5...

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2-benzoyl-1,2,3,4-tetrahydro-6,7-methylenedioxy-isoquinaldonitrile Structure

2-benzoyl-1,2,3...

~%

1,3-Dioxolo[4,5-g]isoquinolin-5(6H)-one,7,8-dihydro Structure

1,3-Dioxolo[4,5...

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2-(4-methylphenyl)sulfonyl-1H-isoquinoline-1-carbonitrile Structure

2-(4-methylphen...

~98%

1-Isoquinolinecarbonitrile Structure

1-Isoquinolinec...

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1-Isoquinolinecarbonitrile,2-acetyl-1,2-dihydro Structure

1-Isoquinolinec...

~97%

1-Isoquinolinecarbonitrile Structure

1-Isoquinolinec...

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N/A Structure

~92%

1-Isoquinolinecarbonitrile Structure

1-Isoquinolinec...

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1-CYANO-2-BENZOYL-1,2-DIHYDROISOQUINOLINE Structure

1-CYANO-2-BENZO...

~88%

1-Isoquinolinecarbonitrile Structure

1-Isoquinolinec...

benzoic acid Structure

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1-CYANO-2-BENZOYL-1,2-DIHYDROISOQUINOLINE Structure

1-CYANO-2-BENZO...

~0%

1-Isoquinolinecarbonitrile Structure

1-Isoquinolinec...

benzoic acid Structure

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2-benzoyl-3,4-dihydroisoquinolin-1(2H)-one Structure

2-benzoyl-3,4-d...

~0%

3,4-Dihydroisoquinolin-1(2H)-one Structure

3,4-Dihydroisoq...

benzoic acid Structure

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1-Benzoyl-1, 2-dihydro-2-quinolinecarbonitrile Structure

1-Benzoyl-1, 2-...

~0%

quinaldonitrile Structure

quinaldonitrile

benzoic acid Structure

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Synthesis, stability and in vitro dermal evaluation of amino...

[Mendes, Eduarda; Furtado, Tania; Neres, Joao; Iley, Jim; Jarvinen, Tomi; Rautio, Jarkko; Moreira, Rui Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 3 p. 809 - 816]

Synthesis, stability and in vitro dermal evaluation of amino...

[Mendes, Eduarda; Furtado, Tania; Neres, Joao; Iley, Jim; Jarvinen, Tomi; Rautio, Jarkko; Moreira, Rui Bioorganic and Medicinal Chemistry, 2002 , vol. 10, # 3 p. 809 - 816]

Photochemical cleavage and release of carboxylic acids from ...

[Ma, Chicheng; Steinmetz, Mark G.; Kopatz, Erica J.; Rathore, Rajendra Journal of Organic Chemistry, 2005 , vol. 70, # 11 p. 4431 - 4442]

Photochemical cleavage and release of carboxylic acids from ...

[Ma, Chicheng; Steinmetz, Mark G.; Kopatz, Erica J.; Rathore, Rajendra Journal of Organic Chemistry, 2005 , vol. 70, # 11 p. 4431 - 4442]

Photochemical cleavage and release of carboxylic acids from ...

[Ma, Chicheng; Steinmetz, Mark G.; Kopatz, Erica J.; Rathore, Rajendra Journal of Organic Chemistry, 2005 , vol. 70, # 11 p. 4431 - 4442]