Tetrahedron

Baeyer–Villiger Oxidation of Cyclobutanones with 10-Methylacridinium as an Efficient Organocatalyst

HJ Xu, FF Zhu, YY Shen, X Wan, YS Feng

Index: Xu, Hua-Jian; Zhu, Feng-Fei; Shen, Yong-Ya; Wan, Xin; Feng, Yi-Si Tetrahedron, 2012 , vol. 68, # 22 p. 4145 - 4151

Full Text: HTML

Citation Number: 11

Abstract

Baeyer–Villiger oxidation of cyclobutanones is achieved in current developed protocol with 10-methylacridinium perchlorate (AcrH+ ClO4−) as a novel organocatalyst both with irradiation at room temperature and without irradiation at elevated temperature. Excellent yields of the corresponding lactones are obtained and the possible mechanism has been proposed.

 Related Synthetic Route
N/A Structure

182755-64-2

N/A

~%

2(3H)-Furanone,4-(1,1-dimethylethyl)dihydro- Structure

22530-95-6

2(3H)-Furanone,...

3,3-Dimethyl-1-butene Structure

558-37-2

3,3-Dimethyl-1-...

~%

2(3H)-Furanone,4-(1,1-dimethylethyl)dihydro- Structure

22530-95-6

2(3H)-Furanone,...

2-Bromostyrene Structure

2039-88-5

2-Bromostyrene

~%

3-(2-bromophenyl)cyclobutan-1-one Structure

918299-24-8

3-(2-bromopheny...

3,3-Dimethyl-1-butene Structure

558-37-2

3,3-Dimethyl-1-...

~%

3-tert-butyl-cyclobutanone Structure

20614-90-8

3-tert-butyl-cy...

3-[(4-methoxyphenyl)methyl]cyclobutanone Structure

374064-15-0

3-[(4-methoxyph...

~80%

4-[(4-methoxyphenyl)methyl]oxolan-2-one Structure

118528-01-1

4-[(4-methoxyph...

Estragole Structure

140-67-0

Estragole

~%

4-[(4-methoxyphenyl)methyl]oxolan-2-one Structure

118528-01-1

4-[(4-methoxyph...

octene Structure

111-66-0

octene

~%

α-hexyl-γ-butyrolactone Structure

63450-32-8

α-hexyl-γ-butyr...

2,2-dichloro-3-hexylcyclobutanone Structure

217805-08-8

2,2-dichloro-3-...

~%

α-hexyl-γ-butyrolactone Structure

63450-32-8

α-hexyl-γ-butyr...

2-Vinylnaphthalene Structure

827-54-3

2-Vinylnaphthalene

~%

3-naphthalen-2-ylcyclobutan-1-one Structure

335331-53-8

3-naphthalen-2-...

3-Cyclohexylcyclobutan-1-one Structure

1029080-67-8

3-Cyclohexylcyc...

~77%

4-cyclohexyloxolan-2-one Structure

54996-29-1

4-cyclohexyloxo...

2,2-Dichloro-3-cyclohexylcyclobutanone Structure

1029080-53-2

2,2-Dichloro-3-...

~%

4-cyclohexyloxolan-2-one Structure

54996-29-1

4-cyclohexyloxo...

VINYLCYCLOHEXANE Structure

695-12-5

VINYLCYCLOHEXANE

~%

4-cyclohexyloxolan-2-one Structure

54996-29-1

4-cyclohexyloxo...

phenylene-ethylene Structure

292638-84-7

phenylene-ethylene

~%

4-Phenyldihydro-2(3H)-furanone Structure

1008-73-7

4-Phenyldihydro...

2,2-dichloro-3-phenylcyclobutan-1-one Structure

13866-28-9

2,2-dichloro-3-...

~%

4-Phenyldihydro-2(3H)-furanone Structure

1008-73-7

4-Phenyldihydro...

3,3-diphenylcyclobutan-1-one Structure

54166-20-0

3,3-diphenylcyc...

~79%

4,4-diphenyloxolan-2-one Structure

67390-35-6

4,4-diphenyloxo...

diphenylethylene Structure

530-48-3

diphenylethylene

~%

4,4-diphenyloxolan-2-one Structure

67390-35-6

4,4-diphenyloxo...

2,2-dichloro-3,3-diphenylcyclobutanone Structure

122408-62-2

2,2-dichloro-3,...

~%

4,4-diphenyloxolan-2-one Structure

67390-35-6

4,4-diphenyloxo...

2,2-dichloro-3-(2-naphthyl)cyclobutanone Structure

1029080-48-5

2,2-dichloro-3-...

~%

4-naphthalen-2-yloxolan-2-one Structure

80707-08-0

4-naphthalen-2-...

2-Vinylnaphthalene Structure

827-54-3

2-Vinylnaphthalene

~%

4-naphthalen-2-yloxolan-2-one Structure

80707-08-0

4-naphthalen-2-...

4-Bromostyrene Structure

2039-82-9

4-Bromostyrene

~%

3-(4-Bromophenyl)cyclobutanone Structure

254892-91-6

3-(4-Bromopheny...


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