Studies on the reactivity of aryliodonium ylides of 2-hydroxy-1, 4-naphthoquinone: reactions with amines

E Malamidou-Xenikaki, S Spyroudis…

Index: Journal of Organic Chemistry, , vol. 68, # 14 p. 5627 - 5631

Full Text: HTML

Citation Number: 23

Abstract

... The Journal of Organic ... J. Org. ... It must be noted that the reaction of amines with hydroxyquinone model compounds has been studied in detail since topaquinones (compounds with the hydroxyquinone moiety) are the redox-active organic cofactors for the copper amine oxidases ...

 Related Synthetic Route
p-Anisidine Structure

104-94-9

p-Anisidine

3-phenyliodonio-1,2,4-trioxo-1,2,3,4-tetrahydronaphthalenide Structure

117560-06-2

3-phenyliodonio...

~42%

2-Hydroxy-1,4-naphoquinone Structure

83-72-7

2-Hydroxy-1,4-n...

4-Methoxydiphenylamine Structure

1208-86-2

4-Methoxydiphen...

Detail
3-phenyliodonio-1,2,4-trioxo-1,2,3,4-tetrahydronaphthalenide Structure

117560-06-2

3-phenyliodonio...

N-Methylaniline Structure

100-61-8

N-Methylaniline

~65%

N-Methyl-N-phenylaniline Structure

552-82-9

N-Methyl-N-phen...

2-iodo-3-phenoxynaphthalene-1,4-dione Structure

160246-88-8

2-iodo-3-phenox...

Detail
3-phenyliodonio-1,2,4-trioxo-1,2,3,4-tetrahydronaphthalenide Structure

117560-06-2

3-phenyliodonio...

o-Toluidine Structure

95-53-4

o-Toluidine

~47%

2-Methyl-N-phenylaniline Structure

1205-39-6

2-Methyl-N-phen...

2-iodo-3-phenoxynaphthalene-1,4-dione Structure

160246-88-8

2-iodo-3-phenox...

Detail
p-Anisidine Structure

104-94-9

p-Anisidine

3-phenyliodonio-1,2,4-trioxo-1,2,3,4-tetrahydronaphthalenide Structure

117560-06-2

3-phenyliodonio...

~0%

2-Hydroxy-1,4-naphoquinone Structure

83-72-7

2-Hydroxy-1,4-n...

4-Methoxydiphenylamine Structure

1208-86-2

4-Methoxydiphen...

Detail
Z,E-3-iodo-4-hydroxy-1[(2-phenylethyl)imino]-2-naphthalenone Structure

571166-63-7

Z,E-3-iodo-4-hy...

~%

2-Phenylethanamine Structure

64-04-0

2-Phenylethanamine

3-iodo-4-hydroxy-1,2-naphthoquinone Structure

572874-62-5

3-iodo-4-hydrox...

4-Nitroaniline Structure

100-01-6

4-Nitroaniline

3-phenyliodonio-1,2,4-trioxo-1,2,3,4-tetrahydronaphthalenide Structure

117560-06-2

3-phenyliodonio...

~6%

4-Nitrodiphenylamine Structure

836-30-6

4-Nitrodiphenylamine

2-iodo-3-phenoxynaphthalene-1,4-dione Structure

160246-88-8

2-iodo-3-phenox...

3-phenyliodonio-1,2,4-trioxo-1,2,3,4-tetrahydronaphthalenide Structure

117560-06-2

3-phenyliodonio...

Structure

74497-02-2

~61%

Diphenylamine Structure

122-39-4

Diphenylamine

2-iodo-3-phenoxynaphthalene-1,4-dione Structure

160246-88-8

2-iodo-3-phenox...

Detail
p-Toluidine Structure

106-49-0

p-Toluidine

3-phenyliodonio-1,2,4-trioxo-1,2,3,4-tetrahydronaphthalenide Structure

117560-06-2

3-phenyliodonio...

~53%

4-Methyldiphenylamine Structure

620-84-8

4-Methyldipheny...

2-iodo-3-phenoxynaphthalene-1,4-dione Structure

160246-88-8

2-iodo-3-phenox...

Detail

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