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

Journal of the American Chemical Society

TEMPO-catalyzed Aerobic Oxygenation and Nitrogenation of Olefins via C C Double-Bond Cleavage

T Wang, N Jiao

Index: Wang, Teng; Jiao, Ning Journal of the American Chemical Society, 2013 , vol. 135, # 32 p. 11692 - 11695

Full Text: HTML

Citation Number: 60

Abstract

A novel TEMPO-catalyzed aerobic oxygenation and nitrogenation of hydrocarbons via C C double-bond cleavage has been disclosed. The reaction employs molecular oxygen as the terminal oxidant and oxygen-atom source by metal-free catalysis under mild conditions. This method can be used for the preparation of industrially and pharmaceutically important N-and O-containing motifs, directly from simple and readily available hydrocarbons.

1-Bromo-4-(1-cyclohexen-1-yl)benzene Structure

1-Bromo-4-(1-cy...

~54%

6-(4-bromophenyl)-6-oxohexanenitrile Structure

6-(4-bromopheny...

Benzene,1-chloro-4-(1-cyclohexen-1-yl)- Structure

Benzene,1-chlor...

~95%

6-(4-chlorophenyl)-6-oxohexanenitrile Structure

6-(4-chlorophen...

1-phenylcyclohex-1-ene Structure

1-phenylcyclohe...

~91%

6-Oxo-6-phenylhexanenitrile Structure

6-Oxo-6-phenylh...

Ethyl 3-oxo-3-phenylpropanoate Structure

Ethyl 3-oxo-3-p...

~%

6-Oxo-6-phenylhexanenitrile Structure

6-Oxo-6-phenylh...

Acetophenone Structure

~%

6-Oxo-6-phenylhexanenitrile Structure

6-Oxo-6-phenylh...

α-methylstyrene Structure

α-methylstyrene

~%

6-Oxo-6-phenylhexanenitrile Structure

6-Oxo-6-phenylh...

dihydronaphthalene Structure

dihydronaphthalene

~37%

Benzenepropanenitrile, 2-formyl- (9CI) Structure

Benzenepropanen...

Anisole, p-1-cyclohexen-1-yl- Structure

Anisole, p-1-cy...

~52%

6-(4-methoxyphenyl)-6-oxohexanenitrile Structure

6-(4-methoxyphe...

Acetanisole Structure

~%

6-(4-methoxyphenyl)-6-oxohexanenitrile Structure

6-(4-methoxyphe...

ETHYL 4-METHOXYBENZOYLACETATE Structure

ETHYL 4-METHOXY...

~%

6-(4-methoxyphenyl)-6-oxohexanenitrile Structure

6-(4-methoxyphe...

1-(2-chlorophenyl)cyclohept-1-ene Structure

1-(2-chlorophen...

~85%

7-(2-chlorophenyl)-7-oxoheptanenitrile Structure

7-(2-chlorophen...

Benzene,1-(1-cyclohexen-1-yl)-4-fluoro- Structure

Benzene,1-(1-cy...

~80%

6-(4-Fluorophenyl)-6-oxohexanenitrile Structure

6-(4-Fluorophen...

6-hydroxy-1-hexanitrile Structure

6-hydroxy-1-hex...

~70%

HEXANENITRILE, 6-OXO- Structure

HEXANENITRILE, ...

Cyclohexene Structure

~29%

HEXANENITRILE, 6-OXO- Structure

HEXANENITRILE, ...

5-Bromo-1-pentanol Structure

5-Bromo-1-pentanol

~%

HEXANENITRILE, 6-OXO- Structure

HEXANENITRILE, ...

1,5-Pentanediol Structure

1,5-Pentanediol

~%

HEXANENITRILE, 6-OXO- Structure

HEXANENITRILE, ...