Tetrahedron Letters

A novel route to synthesis of flavones from salicylaldehyde and acetophenone derivatives

KV Sashidhara, M Kumar, A Kumar

Index: Sashidhara, Koneni V.; Kumar, Manoj; Kumar, Abdhesh Tetrahedron Letters, 2012 , vol. 53, # 18 p. 2355 - 2359

Full Text: HTML

Citation Number: 23

Abstract

Convenient, facile, and alternate synthesis of medicinally important flavones is reported. The 2-hydroxychalcones derived from condensation between acetophenones and salicylaldehyde, underwent oxidative cyclization on heating in the presence of catalytic iodine, generating diversified flavones under solvent-free conditions. Eleven compounds have been synthesized in good to excellent yields and their mechanism of formation is ...

 Related Synthetic Route
N/A Structure

132971-94-9

N/A

~64%

4′-Bromoflavone Structure

20525-20-6

4′-Bromoflavone

1-(furan-2-yl)-3-(2-hydroxyphenyl)prop-2-en-1-one Structure

18234-58-7

1-(furan-2-yl)-...

~60%

4H-1-Benzopyran-4-one,2-(2-furanyl)- Structure

3034-14-8

4H-1-Benzopyran...

1-(Furan-2-yl)ethanone Structure

1192-62-7

1-(Furan-2-yl)e...

Salicylaldehyde Structure

90-02-8

Salicylaldehyde

~%

4H-1-Benzopyran-4-one,2-(2-furanyl)- Structure

3034-14-8

4H-1-Benzopyran...

3-(2-hydroxyphenyl)-1-(4-methoxyphenyl)prop-2-en-1-one Structure

58721-41-8

3-(2-hydroxyphe...

~76%

4'-Methoxyflavone Structure

4143-74-2

4'-Methoxyflavone

1-(4-Chlorophenyl)ethanone Structure

99-91-2

1-(4-Chlorophen...

Salicylaldehyde Structure

90-02-8

Salicylaldehyde

~%

4H-1-BENZOPYRAN-4-ONE, 2-(4-CHLOROPHENYL)- Structure

10420-75-4

4H-1-BENZOPYRAN...

4'-FLUORO-2-HYDROXYCHALCONE Structure

76626-08-9

4'-FLUORO-2-HYD...

~66%

4H-1-Benzopyran-4-one,2-(4-fluorophenyl)- Structure

1645-21-2

4H-1-Benzopyran...

4'-Fluoroacetophenone Structure

403-42-9

4'-Fluoroacetop...

Salicylaldehyde Structure

90-02-8

Salicylaldehyde

~%

4H-1-Benzopyran-4-one,2-(4-fluorophenyl)- Structure

1645-21-2

4H-1-Benzopyran...

2-hydroxy-3',4',5'-trimethoxychalcone Structure

13379-82-3

2-hydroxy-3',4'...

~69%

3',4',5'-Trimethoxyflavone Structure

67858-30-4

3',4',5'-Trimet...

3',4',5'-Trimethoxyacetophenone Structure

1136-86-3

3',4',5'-Trimet...

Salicylaldehyde Structure

90-02-8

Salicylaldehyde

~%

3',4',5'-Trimethoxyflavone Structure

67858-30-4

3',4',5'-Trimet...

3-(2-hydroxyphenyl)-1-(thiophen-2-yl)prop-2-en-1-one Structure

18234-50-9

3-(2-hydroxyphe...

~65%

4H-1-Benzopyran-4-one,2-(2-thienyl)- Structure

6297-63-8

4H-1-Benzopyran...

2-Acetylthiophene Structure

88-15-3

2-Acetylthiophene

Salicylaldehyde Structure

90-02-8

Salicylaldehyde

~%

4H-1-Benzopyran-4-one,2-(2-thienyl)- Structure

6297-63-8

4H-1-Benzopyran...

2-Propen-1-one,3-(2-hydroxyphenyl)-1-(4-methylphenyl)- Structure

7645-95-6

2-Propen-1-one,...

~74%

4H-1-BENZOPYRAN-4-ONE, 2-(4-METHYLPHENYL)- Structure

41255-30-5

4H-1-BENZOPYRAN...

Salicylaldehyde Structure

90-02-8

Salicylaldehyde

4'-Methylacetophenone Structure

122-00-9

4'-Methylacetop...

~%

4H-1-BENZOPYRAN-4-ONE, 2-(4-METHYLPHENYL)- Structure

41255-30-5

4H-1-BENZOPYRAN...


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