e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Tetrahedron

Facile oxidative conversion of alcohols to esters using molecular iodine

N Mori, H Togo

Index: Mori, Naoshi; Togo, Hideo Tetrahedron, 2005 , vol. 61, # 24 p. 5915 - 5925

Full Text: HTML

Citation Number: 137

Abstract

Oxidation with molecular halogens and related reagents is attractive due to the simple operation and low cost. To date, halogen-mediated oxidation of alcohols to aldehydes, esters, and ketones with aqueous NaOCl, 2 Ca(OCl) 2 /AcOH, 3a,b t-BuOCl/Py, 3c Cl 2 -dimethyl sulfide, 4a,b,e Cl 2 -dimethyl sulfoxide, 4c Cl 2 -pyridine, 4d Cl 2 -HMPT or Br 2 -HMPT, 4f,g Br 2 /KBr, 5a Br 2 and HOBr, 5b NaBrO 2 , 5c NaBrO 3 , 5d PhCH 2 N + Me 3 Br 3 − , 5e NaBr/CH 3 CO 3 H, ...

Valeraldehyde Structure

1-Octanol Structure

~87%

Pentanoic acid, octylester Structure

Pentanoic acid,...

2,2,2-Trifluoroethanol Structure

2,2,2-Trifluoro...

1-Naphthylmethanol Structure

1-Naphthylmethanol

~92%

1-Naphthalenecarboxylicacid, 2,2,2-trifluoroethyl ester Structure

1-Naphthaleneca...

2,2,2-Trifluoroethanol Structure

2,2,2-Trifluoro...

p-chlorobenzylalcohol Structure

p-chlorobenzyla...

~92%

2,2,2-trifluoroethyl 4-chlorobenzoate Structure

2,2,2-trifluoro...

2,2,2-Trifluoroethanol Structure

2,2,2-Trifluoro...

Cyclohexylmethanol Structure

Cyclohexylmethanol

~89%

2,2,2-trifluoroethyl cyclohexanecarboxylate Structure

2,2,2-trifluoro...

Methanol Structure

1-Tridecanol Structure

~70%

Methyl tridecanoate Structure

Methyl tridecanoate

2,2,2-Trifluoroethanol Structure

2,2,2-Trifluoro...

Benzyl alcohol Structure

~92%

2,2,2-trifluoroethyl benzoate Structure

2,2,2-trifluoro...

2,2,2-Trifluoroethanol Structure

2,2,2-Trifluoro...

4-Methoxybenzyl alcohol Structure

4-Methoxybenzyl...

~86%

2,2,2-trifluoroethyl 4-methoxybenzoate Structure

2,2,2-trifluoro...

2,2,2-Trifluoroethanol Structure

2,2,2-Trifluoro...

p-tolylmethanol Structure

p-tolylmethanol

~89%

p-Tolualdehyde Structure

Benzoic acid, 4-Methyl-, 2,2,2-trifluoroethyl ester Structure

Benzoic acid, 4...

Methanol Structure

Thiophen-2-ylmethanol Structure

Thiophen-2-ylme...

~89%

2-(Carbomethoxy)thiophene Structure

2-(Carbomethoxy...

Methanol Structure

3-Nitrobenzenemethanol Structure

3-Nitrobenzenem...

~87%

Methyl 3-nitrobenzoate Structure

Methyl 3-nitrob...

Cyclohexylmethanol Structure

Cyclohexylmethanol

~91%

Cyclohexylmethyl cyclohexanecarboxylate Structure

Cyclohexylmethy...

(4-(Trifluoromethyl)phenyl)methanol Structure

(4-(Trifluorome...

~99%

[4-(trifluoromethyl)phenyl]methyl 4-(trifluoromethyl)benzoate Structure

[4-(trifluorome...

6-UNDECANOL Structure

~97%

Amyl ketone Structure

Methanol Structure

1-Adamantanemethanol Structure

1-Adamantanemethanol

~90%

Methyl adamantane-1-carboxylate Structure

Methyl adamanta...

Ethanol Structure

3-Phenylpropan-1-ol Structure

3-Phenylpropan-1-ol

~8%

Ethyl 3-phenylpropanoate Structure

Ethyl 3-phenylp...

1-Octanol Structure

Benzaldehyde Structure

~46%

Octanoic acid, octylester Structure

Octanoic acid, ...

octyl benzoate Structure

Tetrahydrofurfuryl alcohol Structure

Tetrahydrofurfu...

3-Phenylpropanal Structure

3-Phenylpropanal

~89%

oxolan-2-ylmethyl 3-phenylpropanoate Structure

oxolan-2-ylmeth...

1-phenyl-1-nonanol Structure

1-phenyl-1-nonanol

~10%

1-Phenyl-1-nonanone Structure

1-Phenyl-1-nonanone

Methanol Structure

10-Undecen-1-ol Structure

10-Undecen-1-ol

~75%

Methyl undecenate Structure

Methyl undecenate

Methanol Structure

4-methoxybenzenepropanol Structure

4-methoxybenzen...

~80%

Methyl 3-(4-methoxyphenyl)propanoate Structure

Methyl 3-(4-met...

Nicotinyl alcohol Structure

Nicotinyl alcohol

Methanol Structure

~81%

Methyl nicotinate Structure

Methyl nicotinate