Synthesis of 3H??Quinazolin??4??ones and 4H??3, 1??Benzoxazin??4??ones via Benzylic Oxidation and Oxidative Dehydrogenation using Potassium Iodide??tert??Butyl …

…, CU Maheswari, S Ghantasala, C Jyothi…

Index: Kumar, R. Arun; Maheswari, C. Uma; Ghantasala, Satheesh; Jyothi; Reddy, K. Rajender Advanced Synthesis and Catalysis, 2011 , vol. 353, # 2-3 p. 401 - 410

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Citation Number: 49

Abstract

Abstract A simple and elegant method for benzylic activation was demonstrated employing the potassium iodide/tert-butyl hydrogen peroxide catalytic system. This methodology was further extended for the synthesis of biologically important heterocycles namely, 3H- quinazolin-4-ones and 4H-3, 1-benzoxazin-4-ones including mecloqualone and etaqualone which are important quinazolinone-based drugs used for the treatment of insomnia in ...

 Related Synthetic Route
N-(2-nitrobenzyl)benzenamine Structure

33331-19-0

N-(2-nitrobenzy...

~%

2-ethyl-3-phenylquinazolin-4-one Structure

5260-41-3

2-ethyl-3-pheny...

N-(2-aminobenzyl)aniline Structure

20887-06-3

N-(2-aminobenzy...

~%

2-ethyl-3-phenylquinazolin-4-one Structure

5260-41-3

2-ethyl-3-pheny...

Structure

74497-02-2

~%

2-ethyl-3-phenylquinazolin-4-one Structure

5260-41-3

2-ethyl-3-pheny...

2-Nitrobenzaldehyde Structure

552-89-6

2-Nitrobenzaldehyde

~%

2-ethyl-3-phenylquinazolin-4-one Structure

5260-41-3

2-ethyl-3-pheny...

N/A Structure

1021007-50-0

N/A

~%

mecloqualone Structure

340-57-8

mecloqualone

2-Chloroaniline Structure

95-51-2

2-Chloroaniline

~%

mecloqualone Structure

340-57-8

mecloqualone

2-Nitrobenzaldehyde Structure

552-89-6

2-Nitrobenzaldehyde

~%

mecloqualone Structure

340-57-8

mecloqualone

4-(tert-butylperoxy)-2,3-diphenyl-3,4-dihydroquinazoline Structure

1280219-76-2

4-(tert-butylpe...

~%

4(3H)-Quinazolinone,2,3-diphenyl- Structure

22686-82-4

4(3H)-Quinazoli...

N-(2-nitrobenzyl)benzenamine Structure

33331-19-0

N-(2-nitrobenzy...

~%

4(3H)-Quinazolinone,2,3-diphenyl- Structure

22686-82-4

4(3H)-Quinazoli...

N-(2-aminobenzyl)aniline Structure

20887-06-3

N-(2-aminobenzy...

~%

4(3H)-Quinazolinone,2,3-diphenyl- Structure

22686-82-4

4(3H)-Quinazoli...

2-Nitrobenzaldehyde Structure

552-89-6

2-Nitrobenzaldehyde

~%

4(3H)-Quinazolinone,2,3-diphenyl- Structure

22686-82-4

4(3H)-Quinazoli...

5,6,7,8-TETRAHYDROISOQUINOLINE Structure

36556-06-6

5,6,7,8-TETRAHY...

~21%

6,7-Dihydro-5H-isoquinolin-8-one Structure

21917-88-4

6,7-Dihydro-5H-...

N/A Structure

1280219-75-1

N/A

~76%

2-(4-FLUOROPHENYL)-4H-3,1-BENZOXAZIN-4-ONE Structure

18600-51-6

2-(4-FLUOROPHEN...

N-(2-nitrobenzyl)benzenamine Structure

33331-19-0

N-(2-nitrobenzy...

~%

4(3H)-Quinazolinone,2-methyl-3-phenyl- Structure

2385-23-1

4(3H)-Quinazoli...

N-(2-aminobenzyl)aniline Structure

20887-06-3

N-(2-aminobenzy...

~%

4(3H)-Quinazolinone,2-methyl-3-phenyl- Structure

2385-23-1

4(3H)-Quinazoli...

Structure

74497-02-2

~%

4(3H)-Quinazolinone,2-methyl-3-phenyl- Structure

2385-23-1

4(3H)-Quinazoli...

2-Nitrobenzaldehyde Structure

552-89-6

2-Nitrobenzaldehyde

~%

4(3H)-Quinazolinone,2-methyl-3-phenyl- Structure

2385-23-1

4(3H)-Quinazoli...

2-Phenylethanamine Structure

64-04-0

2-Phenylethanamine

2-Nitrobenzaldehyde Structure

552-89-6

2-Nitrobenzaldehyde

~%

N-[(2-nitrophenyl)methyl]-2-phenylethanamine Structure

418774-35-3

N-[(2-nitrophen...

(2-Aminophenyl)methanol Structure

5344-90-1

(2-Aminophenyl)...

~%

2-(4-BROMOPHENYL)-4H-3,1-BENZOXAZIN-4-ONE Structure

18600-53-8

2-(4-BROMOPHENY...

4-Bromobenzaldehyde Structure

1122-91-4

4-Bromobenzaldehyde

~%

2-(4-BROMOPHENYL)-4H-3,1-BENZOXAZIN-4-ONE Structure

18600-53-8

2-(4-BROMOPHENY...

2-(4-nitro-phenyl)-4H-benzo[d][1,3]oxazine Structure

196085-87-7

2-(4-nitro-phen...

~55%

2-(4-Nitrophenyl)-4H-3,1-benzoxazin-4-one Structure

16063-05-1

2-(4-Nitropheny...

(2-Aminophenyl)methanol Structure

5344-90-1

(2-Aminophenyl)...

~%

2-(4-Nitrophenyl)-4H-3,1-benzoxazin-4-one Structure

16063-05-1

2-(4-Nitropheny...

4-Nitrobenzaldehyde Structure

555-16-8

4-Nitrobenzaldehyde

~%

2-(4-Nitrophenyl)-4H-3,1-benzoxazin-4-one Structure

16063-05-1

2-(4-Nitropheny...

2-(4'-nitrophenyl)-1,2-dihydro-4H-3,1-benzoxazine Structure

82085-89-0

2-(4'-nitrophen...

~%

2-(4-Nitrophenyl)-4H-3,1-benzoxazin-4-one Structure

16063-05-1

2-(4-Nitropheny...

N/A Structure

46707-86-2

N/A

~0%

Bentranil Structure

1022-46-4

Bentranil

N-(2-formylphenyl)benzamide Structure

33768-43-3

N-(2-formylphen...

(2-Aminophenyl)methanol Structure

5344-90-1

(2-Aminophenyl)...

~%

Bentranil Structure

1022-46-4

Bentranil

N-(2-formylphenyl)benzamide Structure

33768-43-3

N-(2-formylphen...

2-phenyl-2,4-dihydro-1H-3,1-benzoxazine Structure

82085-86-7

2-phenyl-2,4-di...

~%

Bentranil Structure

1022-46-4

Bentranil

N-(2-formylphenyl)benzamide Structure

33768-43-3

N-(2-formylphen...

Benzaldehyde Structure

100-52-7

Benzaldehyde

~%

Bentranil Structure

1022-46-4

Bentranil

N-(2-formylphenyl)benzamide Structure

33768-43-3

N-(2-formylphen...


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