Tetrahedron

An efficient method for one-carbon elongation of aryl aldehydes via their dibromoalkene derivatives

DH Huh, JS Jeong, HB Lee, H Ryu, YG Kim

Index: Huh, Dal Ho; Jeong, Ji Sang; Lee, Hee Bong; Ryu, Hoejin; Kim, Young Gyu Tetrahedron, 2002 , vol. 58, # 50 p. 9925 - 9932

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Citation Number: 63

Abstract

Homologation of carbonyl compounds by one-carbon extension 1. and 2. is a useful synthetic method for higher analog carbonyl compounds because they are versatile synthons in organic synthesis. 3 The starting carbonyl compounds are also readily available from various sources. Although several methods have been developed for the one-carbon elongation of carbonyl compounds, there is still a need for a method employing mild reaction conditions and ...

 Related Synthetic Route
4-Nitro-beta,beta-dibromostyrene Structure

51738-10-4

4-Nitro-beta,be...

Dimethylamine Structure

124-40-3

Dimethylamine

~97%

N,N-dimethyl-2-(4-nitrophenyl)acetamide Structure

90405-67-7

N,N-dimethyl-2-...

4-Nitrobenzaldehyde Structure

555-16-8

4-Nitrobenzaldehyde

~%

N,N-dimethyl-2-(4-nitrophenyl)acetamide Structure

90405-67-7

N,N-dimethyl-2-...

1-[(4-nitrophenyl)acetyl]pyrrolidine Structure

168897-62-9

1-[(4-nitrophen...

~90%

4-Nitrophenylacetic acid Structure

104-03-0

4-Nitrophenylac...

Tetrabromomethane Structure

558-13-4

Tetrabromomethane

o-Anisaldehyde Structure

135-02-4

o-Anisaldehyde

~97%

1-Hexyn-3-ol, 1-(2-Methoxyphenyl)- Structure

90585-32-3

1-Hexyn-3-ol, 1...

1-(pyrrolidin-1-yl)-2-(2-(trifluoromethyl)phenyl)ethan-1-one Structure

512787-35-8

1-(pyrrolidin-1...

~93%

2-(Trifluoromethyl)phenylacetic acid Structure

3038-48-0

2-(Trifluoromet...

Tetrabromomethane Structure

558-13-4

Tetrabromomethane

Methyl 4-formylbenzoate Structure

1571-08-0

Methyl 4-formyl...

~80%

METHYL 4-(2,2-DIBROMOVINYL)BENZOATE Structure

253684-21-8

METHYL 4-(2,2-D...

2-(4-methoxy-phenyl)-1-pyrrolidin-1-yl-ethanone Structure

123902-08-9

2-(4-methoxy-ph...

~98%

4-Methoxyphenylacetic acid Structure

104-01-8

4-Methoxyphenyl...

1-(pyrrolidin-1-yl)-2-(o-tolyl)ethan-1-one Structure

512787-29-0

1-(pyrrolidin-1...

~89%

o-Tolylacetic acid Structure

644-36-0

o-Tolylacetic acid

Pyrrolidine Structure

123-75-1

Pyrrolidine

(2,2-Dibromovinyl)benzene Structure

7436-90-0

(2,2-Dibromovin...

~90%

6-Methoxy-2-(methylsulfanyl)-4-pyrimidinamine Structure

3389-53-5

6-Methoxy-2-(me...

Benzaldehyde Structure

100-52-7

Benzaldehyde

~%

6-Methoxy-2-(methylsulfanyl)-4-pyrimidinamine Structure

3389-53-5

6-Methoxy-2-(me...

Tetrabromomethane Structure

558-13-4

Tetrabromomethane

2-Methylbenzaldehyde Structure

529-20-4

2-Methylbenzaldehyde

~92%

1-(2,2-dibromoethenyl)-2-methylbenzene Structure

104464-03-1

1-(2,2-dibromoe...

1-[2-(2-methoxyphenyl)ethyl]pyrrolidine Structure

123902-10-3

1-[2-(2-methoxy...

~95%

(2-Methoxyphenyl)acetic acid Structure

93-25-4

(2-Methoxypheny...

methyl 4-(2-oxo-2-(pyrrolidin-1-yl)ethyl)benzoate Structure

512787-38-1

methyl 4-(2-oxo...

~93%

4-Carboxyphenylacetic acid Structure

501-89-3

4-Carboxyphenyl...

Methyl 4-formylbenzoate Structure

1571-08-0

Methyl 4-formyl...

~%

4-Carboxyphenylacetic acid Structure

501-89-3

4-Carboxyphenyl...

METHYL 4-(2,2-DIBROMOVINYL)BENZOATE Structure

253684-21-8

METHYL 4-(2,2-D...

~%

4-Carboxyphenylacetic acid Structure

501-89-3

4-Carboxyphenyl...

Tetrabromomethane Structure

558-13-4

Tetrabromomethane

4-Chlorobenzaldehyde Structure

104-88-1

4-Chlorobenzaldehyde

~97%

1-chloro-4-(2,2-dibromoethenyl)benzene Structure

77295-59-1

1-chloro-4-(2,2...

1-(pyrrolidin-1-yl)-2-(4-(trifluoromethyl)phenyl)ethan-1-one Structure

512787-33-6

1-(pyrrolidin-1...

~89%

4-(Trifluoromethyl)phenylacetic acid Structure

32857-62-8

4-(Trifluoromet...

2-(2-oxo-2-(pyrrolidin-1-yl)ethyl)benzonitrile Structure

512787-37-0

2-(2-oxo-2-(pyr...

~79%

Isoquinoline-1,3(2H,4H)-dione Structure

4456-77-3

Isoquinoline-1,...

2-Cyanobenzaldehyde Structure

7468-67-9

2-Cyanobenzaldehyde

~%

Isoquinoline-1,3(2H,4H)-dione Structure

4456-77-3

Isoquinoline-1,...

1,1-Dibromo-2-(o-cyanophenyl)ethene Structure

167558-53-4

1,1-Dibromo-2-(...

~%

Isoquinoline-1,3(2H,4H)-dione Structure

4456-77-3

Isoquinoline-1,...

4-(2-OXO-2-(PYRROLIDIN-1-YL)ETHYL)BENZONITRILE Structure

79149-49-8

4-(2-OXO-2-(PYR...

~62%

(4-Cyanophenyl)acetic acid Structure

5462-71-5

(4-Cyanophenyl)...

Piperidine Structure

110-89-4

Piperidine

4-Nitro-beta,beta-dibromostyrene Structure

51738-10-4

4-Nitro-beta,be...

~97%

2-(4-nitrophenyl)-1-piperidin-1-ylethanone Structure

105072-35-3

2-(4-nitropheny...

2-(4-chlorophenyl)-1-(pyrrolidin-1-yl)-ethanone Structure

19202-19-8

2-(4-chlorophen...

~94%

4-Chlorophenylacetic acid Structure

1878-66-6

4-Chlorophenyla...

Tetrabromomethane Structure

558-13-4

Tetrabromomethane

p-Tolualdehyde Structure

104-87-0

p-Tolualdehyde

~98%

1-(2,2-dibromoethenyl)-4-methylbenzene Structure

60512-56-3

1-(2,2-dibromoe...


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