Cyclic seleninate esters as catalysts for the oxidation of sulfides to sulfoxides, epoxidation of alkenes, and conversion of enamines to α-hydroxyketones

EA Mercier, CD Smith, M Parvez…

Index: Barton, Derek H. R.; Lester, David J.; Ley, Steven V. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 1212 - 1217

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Citation Number: 26

Abstract

... The Journal of Organic ... J. Org. ... in allylic hydroxylations and the oxidations of ketones to α-diketones.(2) More recently, benzeneseleninic acid (1) and anhydride (2) have considerably expanded the range of useful selenium-mediated oxidations.(3) Pioneering work by Barton et ...

 Related Synthetic Route
N-Phenylhydroxylamine Structure

100-65-2

N-Phenylhydroxy...

~91%

Nitrosobenzene Structure

586-96-9

Nitrosobenzene

4-Nitropheylhydrazine Structure

100-16-3

4-Nitropheylhyd...

~16%

Benzene,1-nitro-4-(phenylseleno)- Structure

6343-83-5

Benzene,1-nitro...

nitrobenzene Structure

98-95-3

nitrobenzene

benzeneseleninic anhydride Structure

17697-12-0

benzeneselenini...

4-Nitropheylhydrazine Structure

100-16-3

4-Nitropheylhyd...

~61%

diphenyl selenide Structure

1132-39-4

diphenyl selenide

Benzene,1-nitro-4-(phenylseleno)- Structure

6343-83-5

Benzene,1-nitro...

Detail
benzeneseleninic anhydride Structure

17697-12-0

benzeneselenini...

4-Nitropheylhydrazine Structure

100-16-3

4-Nitropheylhyd...

~63%

diphenyl selenide Structure

1132-39-4

diphenyl selenide

Benzene,1-nitro-4-(phenylseleno)- Structure

6343-83-5

Benzene,1-nitro...

4-methyl-N'-(2-methylpropylidene)benzenesulfonohydrazide Structure

20208-71-3

4-methyl-N'-(2-...

~71%

Isobutyraldehyde Structure

78-84-2

Isobutyraldehyde

TRO 19622 Structure

22033-87-0

TRO 19622

~79%

Cholest-4-en-3-one Structure

601-57-0

Cholest-4-en-3-one

[[10,13-dimethyl-17-(6-methylheptan-2-yl)-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ylidene]amino]urea Structure

20817-69-0

[[10,13-dimethy...

~70%

Cholest-4-en-3-one Structure

601-57-0

Cholest-4-en-3-one

N-[[10,13-dimethyl-17-(6-methylheptan-2-yl)-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ylidene]amino]-4-methyl-benzenesulfonamide Structure

21301-41-7

N-[[10,13-dimet...

~73%

Cholest-4-en-3-one Structure

601-57-0

Cholest-4-en-3-one

Cholest-4-en-3-one,phenylhydrazone (8CI,9CI) Structure

20988-50-5

Cholest-4-en-3-...

~40%

Cholest-4-en-3-one Structure

601-57-0

Cholest-4-en-3-one

cholest-4-en-3-one-(4-nitro-phenylhydrazone) Structure

65246-87-9

cholest-4-en-3-...

~40%

Cholest-4-en-3-one Structure

601-57-0

Cholest-4-en-3-one

4-Methylbenzenesulfonic acid 2-(2-naphthalenylmethylene)hydrazide Structure

19350-74-4

4-Methylbenzene...

~87%

2-Naphthaldehyde Structure

66-99-9

2-Naphthaldehyde

p-Toluenesulfonic acid, cinnamylidenehydrazide Structure

7318-33-4

p-Toluenesulfon...

~88%

Cinnamaldehyde Structure

104-55-2

Cinnamaldehyde

Benzenesulfonic acid,4-methyl-, 2-(2-buten-1-ylidene)hydrazide Structure

17336-63-9

Benzenesulfonic...

~69%

Crotonaldehyde Structure

123-73-9

Crotonaldehyde


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