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

Tetrahedron

Palladium-catalyzed intramolecular α-arylation of aliphatic ketone, formyl, and nitro groups

H Muratake, M Natsume, H Nakai

Index: Muratake, Hideaki; Natsume, Mitsutaka; Nakai, Hiroshi Tetrahedron, 2004 , vol. 60, # 51 p. 11783 - 11803

Full Text: HTML

Citation Number: 55

Abstract

Intramolecular arylation of properly designed substrates bearing a ketone, formyl, or nitro terminating group was achieved by use of a PdCl2 (Ph3P) 2–Cs2CO3 reaction system to form a variety of carbocyclic compounds. Arylation in ketone compounds afforded benzene- annulated bridged or spirocycloalkanone derivatives, depending on the structure of the cyclization precursors. Arylation in formyl compounds occurred at the α-position (α- ...

N/A Structure

~83%

2-[2-(2-bromophenyl)ethyl]-2-chlorocyclohexan-1-one Structure

2-[2-(2-bromoph...

1-bromo-2-(2-iodoethyl)benzene Structure

1-bromo-2-(2-io...

~%

2-[2-(2-bromophenyl)ethyl]-2-chlorocyclohexan-1-one Structure

2-[2-(2-bromoph...

N-Cyclohexylcyclohexylideneamine Structure

N-Cyclohexylcyc...

~%

2-[2-(2-bromophenyl)ethyl]-2-chlorocyclohexan-1-one Structure

2-[2-(2-bromoph...

N-Cyclohexylcyclohexylideneamine Structure

N-Cyclohexylcyc...

~%

2-[(2-bromophenyl)methyl]cyclohexan-1-one Structure

2-[(2-bromophen...

4-Bromobenzyl bromide Structure

4-Bromobenzyl b...

~%

2-[(2-bromophenyl)methyl]cyclohexan-1-one Structure

2-[(2-bromophen...

2-[2-(2-bromophenyl)ethyl]-2-chlorocyclohexan-1-one Structure

2-[2-(2-bromoph...

~74%

2-[2-(2-bromophenyl)ethyl]cyclohex-2-en-1-one Structure

2-[2-(2-bromoph...

1-bromo-2-(2-iodoethyl)benzene Structure

1-bromo-2-(2-io...

~%

2-[2-(2-bromophenyl)ethyl]cyclohex-2-en-1-one Structure

2-[2-(2-bromoph...

N-Cyclohexylcyclohexylideneamine Structure

N-Cyclohexylcyc...

~%

2-[2-(2-bromophenyl)ethyl]cyclohex-2-en-1-one Structure

2-[2-(2-bromoph...

N/A Structure

~%

2-[2-(2-bromophenyl)ethyl]cyclohex-2-en-1-one Structure

2-[2-(2-bromoph...

N-Cyclohexylcyclohexylideneamine Structure

N-Cyclohexylcyc...

~%

2-(3-phenylpropyl)cyclohexan-1-one Structure

2-(3-phenylprop...

1-bromo-2-(3-iodopropyl)benzene Structure

1-bromo-2-(3-io...

~%

2-(3-phenylpropyl)cyclohexan-1-one Structure

2-(3-phenylprop...

1,2,3,4-Tetrahydro-1-nitronaphthalene Structure

1,2,3,4-Tetrahy...

~%

3,4-Dihydronaphthalen-1(2H)-one Structure

3,4-Dihydronaph...

2-[2-(2-bromo-5-methoxyphenyl)ethyl]cyclohexanone Structure

2-[2-(2-bromo-5...

~81%

2-bromo-2-[2-(2-bromo-5-methoxyphenyl)ethyl]cyclohexan-1-one Structure

2-bromo-2-[2-(2...

N-Cyclohexylcyclohexylideneamine Structure

N-Cyclohexylcyc...

~%

2-bromo-2-[2-(2-bromo-5-methoxyphenyl)ethyl]cyclohexan-1-one Structure

2-bromo-2-[2-(2...

1-bromo-2-(2-iodoethyl)-4-methoxybenzene Structure

1-bromo-2-(2-io...

~%

2-bromo-2-[2-(2-bromo-5-methoxyphenyl)ethyl]cyclohexan-1-one Structure

2-bromo-2-[2-(2...

2-[(2-bromophenyl)methyl]cyclopentan-1-one Structure

2-[(2-bromophen...

~18%

2-BENZYLCYCLOPENTANONE Structure

2-BENZYLCYCLOPE...

N/A Structure

N-cyclohexylcyclopentanimine Structure

N-cyclohexylcyc...

~%

2-BENZYLCYCLOPENTANONE Structure

2-BENZYLCYCLOPE...

4-Bromobenzyl bromide Structure

4-Bromobenzyl b...

~%

2-BENZYLCYCLOPENTANONE Structure

2-BENZYLCYCLOPE...

2-[(2-bromophenyl)methyl]cyclopentan-1-one Structure

2-[(2-bromophen...

~%

2-BENZYLCYCLOPENTANONE Structure

2-BENZYLCYCLOPE...

1-(2-bromophenyl)prop-2-en-1-ol Structure

1-(2-bromopheny...

~%

1-(2-bromophenyl)-4-nitrobutan-1-one Structure

1-(2-bromopheny...

2-Bromobenzaldehyde Structure

2-Bromobenzaldehyde

~%

1-(2-bromophenyl)-4-nitrobutan-1-one Structure

1-(2-bromopheny...

1-(2-bromophenyl)prop-2-en-1-ol Structure

1-(2-bromopheny...

~59%

1-(2-bromophenyl)prop-2-en-1-one Structure

1-(2-bromopheny...

2-Bromobenzaldehyde Structure

2-Bromobenzaldehyde

~%

1-(2-bromophenyl)prop-2-en-1-one Structure

1-(2-bromopheny...