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

Adducts formed by some 1, 4-benzoquinones in liquid ammonia

JA Chudek, R Foster, FJ Reid

Index: Chudek, John A.; Foster, Roy; Reid, Francis J. Journal of the Chemical Society, Chemical Communications, 1983 , # 13 p. 726 - 727

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Citation Number: 1

Abstract

Nmr spectra of fresh solutions of 1, 4-benzoquinone and various, mainly chloro-substituted, derivatives in liquid ammonia are consistent with nucleophilic addition at one or both carbonyl carbon atoms and not at C (2), or equivalent positions, expected in Michael-type addition.

2,3-dicyano-p-benzoquinone Structure

2,3-dicyano-p-b...

~%

3-amino-3-hydroxy-6-oxocyclohexa-1,4-diene-1,2-dicarbonitrile Structure

3-amino-3-hydro...

2,5-Dichloro-1,4-benzoquinone Structure

2,5-Dichloro-1,...

~%

4-amino-2,5-dichloro-4-hydroxycyclohexa-2,5-dien-1-one Structure

4-amino-2,5-dic...

1,4-diamino-2,5-dichlorocyclohexa-2,5-diene-1,4-diol Structure

1,4-diamino-2,5...

2,5-Cyclohexadiene-1,4-dione,2,3,5-trichloro- Structure

2,5-Cyclohexadi...

~%

4-amino-2,3,5-trichloro-4-hydroxycyclohexa-2,5-dien-1-one Structure

4-amino-2,3,5-t...

1,4-diamino-2,3,5-trichlorocyclohexa-2,5-diene-1,4-diol Structure

1,4-diamino-2,3...

2,3-Dichloro-2,5-cyclohexa-diene-1,4-dione Structure

2,3-Dichloro-2,...

~%

4-amino-2,3-dichloro-4-hydroxycyclohexa-2,5-dien-1-one Structure

4-amino-2,3-dic...

1,4-diamino-2,3-dichlorocyclohexa-2,5-diene-1,4-diol Structure

1,4-diamino-2,3...

2,5-Dichloro-1,4-benzoquinone Structure

2,5-Dichloro-1,...

~%

4-amino-2,5-dichloro-4-hydroxycyclohexa-2,5-dien-1-one Structure

4-amino-2,5-dic...

1,4-diamino-2,5-dichlorocyclohexa-2,5-diene-1,4-diol Structure

1,4-diamino-2,5...

2,5-Cyclohexadiene-1,4-dione,2,3,5-trichloro- Structure

2,5-Cyclohexadi...

~%

4-amino-2,3,5-trichloro-4-hydroxycyclohexa-2,5-dien-1-one Structure

4-amino-2,3,5-t...

1,4-diamino-2,3,5-trichlorocyclohexa-2,5-diene-1,4-diol Structure

1,4-diamino-2,3...

1,4-Benzoquinone Structure

1,4-Benzoquinone

~%

4-amino-4-hydroxycyclohexa-2,5-dien-1-one Structure

4-amino-4-hydro...

2,5-Cyclohexadiene-1,4-dione,2-chloro- Structure

2,5-Cyclohexadi...

~%

4-amino-3-chloro-4-hydroxycyclohexa-2,5-dien-1-one Structure

4-amino-3-chlor...

2,6-DICHLORO-1,4-BENZOQUINONE Structure

2,6-DICHLORO-1,...

~%

4-amino-3,5-dichloro-4-hydroxycyclohexa-2,5-dien-1-one Structure

4-amino-3,5-dic...

2,3-Dichloro-2,5-cyclohexa-diene-1,4-dione Structure

2,3-Dichloro-2,...

~%

4-amino-2,3-dichloro-4-hydroxycyclohexa-2,5-dien-1-one Structure

4-amino-2,3-dic...

1,4-diamino-2,3-dichlorocyclohexa-2,5-diene-1,4-diol Structure

1,4-diamino-2,3...