Journal of organometallic chemistry

Syntheses with organoboranes. XIII. Synthesis of ω-(4-bromophenyl) alkanoic acids and their borylation

M Zaidlewicz, A Wolan

Index: Zaidlewicz, Marek; Wolan, Andrzej Journal of Organometallic Chemistry, 2002 , vol. 657, # 1-2 p. 129 - 135

Full Text: HTML

Citation Number: 23

Abstract

ω-(4-Bromophenyl) alkanoic acids 2c–e were obtained from 1-bromo-4-alkenylbenzenes 5c– e by hydroboration–thermal isomerization–oxidation. Their esters 11c–e were transformed in good yields into the corresponding boronates 12c–e by the cross-coupling reaction with 4, 4, 5, 5, 4′, 4′, 5′, 5′-octamethyl [2, 2′] bi [[1, 3, 2] dioxaborolanyl](10) in an ionic liquid,[bmim][BF4]. The use of pinacolborane for the coupling reaction in the ionic liquid ...

 Related Synthetic Route
1-(4-bromophenyl)butan-1-ol Structure

22135-53-1

1-(4-bromopheny...

~%

Methyl 4-(4-bromophenyl)butanoate Structure

98453-57-7

Methyl 4-(4-bro...

4-Bromobenzaldehyde Structure

1122-91-4

4-Bromobenzaldehyde

~%

Methyl 4-(4-bromophenyl)butanoate Structure

98453-57-7

Methyl 4-(4-bro...

4-(4-bromophenyl)butan-1-ol Structure

75906-36-4

4-(4-bromopheny...

~%

Methyl 4-(4-bromophenyl)butanoate Structure

98453-57-7

Methyl 4-(4-bro...

4-(but-1-en-1-yl)bromobenzene Structure

74532-94-8

4-(but-1-en-1-y...

~%

Methyl 4-(4-bromophenyl)butanoate Structure

98453-57-7

Methyl 4-(4-bro...

tetrakis(dimethylamino)diboron Structure

1630-79-1

tetrakis(dimeth...

1,3-Propanediol Structure

504-63-2

1,3-Propanediol

~73%

2-(1,3,2-dioxaborinan-2-yl)-1,3,2-dioxaborinane Structure

13826-25-0

2-(1,3,2-dioxab...

Methyl 3-(4-bromophenyl)propanoate Structure

75567-84-9

Methyl 3-(4-bro...

Bis(pinacolato)diboron Structure

73183-34-3

Bis(pinacolato)...

~88%

Methyl 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate Structure

490035-82-0

Methyl 3-(4-(4,...

1-(4-bromophenyl)propan-1-ol Structure

4489-22-9

1-(4-bromopheny...

~%

Methyl 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate Structure

490035-82-0

Methyl 3-(4-(4,...

1-bromo-4-[(E)-prop-1-enyl]benzene Structure

4489-23-0

1-bromo-4-[(E)-...

~%

Methyl 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate Structure

490035-82-0

Methyl 3-(4-(4,...

3-(4-Bromphenyl)propan-1-ol Structure

25574-11-2

3-(4-Bromphenyl...

~%

Methyl 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate Structure

490035-82-0

Methyl 3-(4-(4,...

4-Bromobenzaldehyde Structure

1122-91-4

4-Bromobenzaldehyde

~%

Methyl 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate Structure

490035-82-0

Methyl 3-(4-(4,...

3-(4-Bromophenyl)propanoic acid Structure

1643-30-7

3-(4-Bromopheny...

~%

Methyl 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate Structure

490035-82-0

Methyl 3-(4-(4,...

Bromo(propyl)magnesium Structure

927-77-5

Bromo(propyl)ma...

4-Bromobenzaldehyde Structure

1122-91-4

4-Bromobenzaldehyde

~90%

1-(4-bromophenyl)butan-1-ol Structure

22135-53-1

1-(4-bromopheny...

5-(4-Bromophenyl)pentan-1-ol Structure

167987-68-0

5-(4-Bromopheny...

~%

5-(4-bromophenyl)pentanoic acid Structure

22647-95-6

5-(4-bromopheny...

4-(1-trans-pentenyl)-bromobenzene Structure

76287-57-5

4-(1-trans-pent...

~%

5-(4-bromophenyl)pentanoic acid Structure

22647-95-6

5-(4-bromopheny...

1-(4-bromophenyl)pentan-1-ol Structure

76287-54-2

1-(4-bromopheny...

~%

5-(4-bromophenyl)pentanoic acid Structure

22647-95-6

5-(4-bromopheny...

Ethyl 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate Structure

490035-79-5

Ethyl 3-(4-(4,4...

~78%

3-[4-(Dihydroxyboryl)phenyl]propanoic acid Structure

166316-48-9

3-[4-(Dihydroxy...

[4-(3-Ethoxy-3-oxopropyl)phenyl]boronic acid Structure

660440-57-3

[4-(3-Ethoxy-3-...

~71%

3-[4-(Dihydroxyboryl)phenyl]propanoic acid Structure

166316-48-9

3-[4-(Dihydroxy...

4-(but-1-en-1-yl)bromobenzene Structure

74532-94-8

4-(but-1-en-1-y...

~%

4-(4-bromophenyl)butan-1-ol Structure

75906-36-4

4-(4-bromopheny...

1-(4-bromophenyl)butan-1-ol Structure

22135-53-1

1-(4-bromopheny...

~%

4-(4-bromophenyl)butan-1-ol Structure

75906-36-4

4-(4-bromopheny...

4-Bromobenzaldehyde Structure

1122-91-4

4-Bromobenzaldehyde

~%

4-(4-bromophenyl)butan-1-ol Structure

75906-36-4

4-(4-bromopheny...

Ethyl 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate Structure

490035-79-5

Ethyl 3-(4-(4,4...

~77%

[4-(3-Ethoxy-3-oxopropyl)phenyl]boronic acid Structure

660440-57-3

[4-(3-Ethoxy-3-...


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