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

Liebigs Annalen der Chemie

Dimere Naphthochinone, IV. Synthese von Biramentaceon, Mamegakinon und Rotundichinon

H Laatsch

Index: Laatsch, Hartmut Liebigs Annalen der Chemie, 1980 , # 8 p. 1321 - 1347

Full Text: HTML

Citation Number: 1

Abstract

Abstract Mamegakinon (8a), Biramentaceon (12a), 3, 3′-Bijuglon (8b) und 2, 2′-Bijuglon (12b) sowie deren Methylether wurden durch Phenoloxidation geeignet substituierter 4- Methoxy-1-naphthole über indigoide Zwischenstufen vom Typ 24 synthetisiert. Die Cooxidation der isomeren Dimethoxy-1-naphthole 4a, 9a bzw. 4b, 9b lieferte analog Rotundichinon-dimethylether (29c) und 2, 3-Bijuglon-dimethylether (29d).—Eigenschaften ...

1,4-Naphthalenedione,5-hydroxy-7-methyl- Structure

1,4-Naphthalene...

(Iodomethyl)benzene Structure

(Iodomethyl)benzene

~93%

7-methyl-5-phenylmethoxynaphthalene-1,4-dione Structure

7-methyl-5-phen...

4-Chloro-3-methylphenol Structure

4-Chloro-3-meth...

~%

7-methyl-5-phenylmethoxynaphthalene-1,4-dione Structure

7-methyl-5-phen...

1,4-Naphthalenedione,5-chloro-8-hydroxy-6-methyl- Structure

1,4-Naphthalene...

~%

7-methyl-5-phenylmethoxynaphthalene-1,4-dione Structure

7-methyl-5-phen...

1,4,8-Tris(acetoxy)-5-chlor-6-methylnaphthalin Structure

1,4,8-Tris(acet...

~%

7-methyl-5-phenylmethoxynaphthalene-1,4-dione Structure

7-methyl-5-phen...

1,4,5-Tris(acetoxy)-7-methylnaphthalin Structure

1,4,5-Tris(acet...

~%

7-methyl-5-phenylmethoxynaphthalene-1,4-dione Structure

7-methyl-5-phen...

1,5-Dihydroxynaphthalene Structure

1,5-Dihydroxyna...

~%

5-methoxynaphthalene-1,4-diol Structure

5-methoxynaphth...

8-(benzyloxy)-1-hydroxy-4-methoxynaphthalene Structure

8-(benzyloxy)-1...

~88%

4-methoxynaphthalene-1,8-diol Structure

4-methoxynaphth...

Juglone Structure

~%

4-methoxynaphthalene-1,8-diol Structure

4-methoxynaphth...

1,5-Dihydroxynaphthalene Structure

1,5-Dihydroxyna...

~%

4-methoxynaphthalene-1,8-diol Structure

4-methoxynaphth...

5-phenylmethoxynaphthalene-1,4-dione Structure

5-phenylmethoxy...

~%

4-methoxynaphthalene-1,8-diol Structure

4-methoxynaphth...

5-(benzyloxy)naphthalene-1,4-diol Structure

5-(benzyloxy)na...

~%

4-methoxynaphthalene-1,8-diol Structure

4-methoxynaphth...

Juglone Structure

(Iodomethyl)benzene Structure

(Iodomethyl)benzene

~97%

5-phenylmethoxynaphthalene-1,4-dione Structure

5-phenylmethoxy...

1,5-Dihydroxynaphthalene Structure

1,5-Dihydroxyna...

~%

5-phenylmethoxynaphthalene-1,4-dione Structure

5-phenylmethoxy...

8,8'-dihydroxy-4,4'-dimethoxy-2,2'-binaphthylidene-1,1'-quinone Structure

8,8'-dihydroxy-...

~95%

[2,2'-Binaphthalene]-1,1',4,4'-tetrone,8,8'-dihydroxy- Structure

[2,2'-Binaphtha...

Juglone Structure

~%

[2,2'-Binaphthalene]-1,1',4,4'-tetrone,8,8'-dihydroxy- Structure

[2,2'-Binaphtha...

1,5-Dihydroxynaphthalene Structure

1,5-Dihydroxyna...

~%

[2,2'-Binaphthalene]-1,1',4,4'-tetrone,8,8'-dihydroxy- Structure

[2,2'-Binaphtha...

5-phenylmethoxynaphthalene-1,4-dione Structure

5-phenylmethoxy...

~%

[2,2'-Binaphthalene]-1,1',4,4'-tetrone,8,8'-dihydroxy- Structure

[2,2'-Binaphtha...

8-(benzyloxy)-1-hydroxy-4-methoxynaphthalene Structure

8-(benzyloxy)-1...

~%

[2,2'-Binaphthalene]-1,1',4,4'-tetrone,8,8'-dihydroxy- Structure

[2,2'-Binaphtha...

5-(benzyloxy)naphthalene-1,4-diol Structure

5-(benzyloxy)na...

~%

[2,2'-Binaphthalene]-1,1',4,4'-tetrone,8,8'-dihydroxy- Structure

[2,2'-Binaphtha...

4-methoxynaphthalene-1,8-diol Structure

4-methoxynaphth...

~%

[2,2'-Binaphthalene]-1,1',4,4'-tetrone,8,8'-dihydroxy- Structure

[2,2'-Binaphtha...

5-Hydroxy-2-(1,2-dihydro-5-hydroxy-4-methoxy-7-methyl-1-oxonaphthalen-2-ylidene)-4-methoxy-7-methylnaphthalen-1(2H)-one Structure

5-Hydroxy-2-(1,...

~90%

5,5'-Dihydroxy-7,7'-dimethyl-2,2'-binaphthalene-1,1',4,4'-tetraone Structure

5,5'-Dihydroxy-...

4-Chloro-3-methylphenol Structure

4-Chloro-3-meth...

~%

5,5'-Dihydroxy-7,7'-dimethyl-2,2'-binaphthalene-1,1',4,4'-tetraone Structure

5,5'-Dihydroxy-...

1,4,5-Tris(acetoxy)-7-methylnaphthalin Structure

1,4,5-Tris(acet...

~%

5,5'-Dihydroxy-7,7'-dimethyl-2,2'-binaphthalene-1,1',4,4'-tetraone Structure

5,5'-Dihydroxy-...

1,4-Naphthalenedione,5-hydroxy-7-methyl- Structure

1,4-Naphthalene...

~%

5,5'-Dihydroxy-7,7'-dimethyl-2,2'-binaphthalene-1,1',4,4'-tetraone Structure

5,5'-Dihydroxy-...

1,4-Naphthalenedione,5-chloro-8-hydroxy-6-methyl- Structure

1,4-Naphthalene...

~%

5,5'-Dihydroxy-7,7'-dimethyl-2,2'-binaphthalene-1,1',4,4'-tetraone Structure

5,5'-Dihydroxy-...

1,4,8-Tris(acetoxy)-5-chlor-6-methylnaphthalin Structure

1,4,8-Tris(acet...

~%

5,5'-Dihydroxy-7,7'-dimethyl-2,2'-binaphthalene-1,1',4,4'-tetraone Structure

5,5'-Dihydroxy-...

7-methyl-5-phenylmethoxynaphthalene-1,4-dione Structure

7-methyl-5-phen...

~%

5,5'-Dihydroxy-7,7'-dimethyl-2,2'-binaphthalene-1,1',4,4'-tetraone Structure

5,5'-Dihydroxy-...

1,5-Bis(benzyloxy)-4-methoxy-7-methylnaphthalin Structure

1,5-Bis(benzylo...

~%

5,5'-Dihydroxy-7,7'-dimethyl-2,2'-binaphthalene-1,1',4,4'-tetraone Structure

5,5'-Dihydroxy-...

4,8-Bis(benzyloxy)-6-methyl-1-naphthol Structure

4,8-Bis(benzylo...

~%

5,5'-Dihydroxy-7,7'-dimethyl-2,2'-binaphthalene-1,1',4,4'-tetraone Structure

5,5'-Dihydroxy-...

N/A Structure

~%

5,5'-Dihydroxy-7,7'-dimethyl-2,2'-binaphthalene-1,1',4,4'-tetraone Structure

5,5'-Dihydroxy-...

Studies toward the syntheses of pluramycin natural products....

[O'Keefe, B. Michael; Mans, Douglas M.; Kaelin Jr., David E.; Martin, Stephen F. Tetrahedron, 2011 , vol. 67, # 35 p. 6524 - 6538]

Studies toward the syntheses of pluramycin natural products....

[O'Keefe, B. Michael; Mans, Douglas M.; Kaelin Jr., David E.; Martin, Stephen F. Tetrahedron, 2011 , vol. 67, # 35 p. 6524 - 6538]

Studies toward the syntheses of pluramycin natural products....

[O'Keefe, B. Michael; Mans, Douglas M.; Kaelin Jr., David E.; Martin, Stephen F. Tetrahedron, 2011 , vol. 67, # 35 p. 6524 - 6538]