Heterocyclen aus α??Nitroolefinen, VIII. 2??Methyl??3??pyrrolcarbonsäureester aus α??Nitroolefinen und Acetessigestern

…, KH Garburg, KJ Görlich, E Pipereit…

Index: Boberg, Friedrich; Garburg, Karl-Heinz; Goerlich, Karl-Joachim; Pipereit, Eberhard; Ruhr, Maria Liebigs Annalen der Chemie, 1985 , # 2 p. 239 - 250

Full Text: HTML

Citation Number: 10

Abstract

Abstract 3-Pyrrolcarbonsäureester 4 sind aus α-Nitroolefinen 1 und Acetessigestern 2 nach zwei Methoden zugänglich: a) Man stellt aus 1 und 2 4, 5-Dihydro-5-methylenamino-3- furancarbonsäureester 3 her und hydrolysiert diese, b) die Nitronsäuren 8, Addukte aus 1 und 2, liefern mit verschiedenen Reduktionsmitteln die Heterocyclen 4.

 Related Synthetic Route
5-(Bis(ethoxycarbonyl)methylenamino)-4,5-dihydro-2,5-dimethyl-4-phenyl-3-furancarbonsaeure-ethylester Structure

91473-89-1

5-(Bis(ethoxyca...

~0%

1H-Pyrrole-3-carboxylicacid, 2,5-dimethyl-4-phenyl-, ethyl ester Structure

16206-31-8

1H-Pyrrole-3-ca...

Diethyl ketomalonate Structure

609-09-6

Diethyl ketomalonate

1-(2-NITRO-PHENYL)-AZETIDINE-3-CARBOXYLICACID Structure

23854-03-7

1-(2-NITRO-PHEN...

Methyl acetoacetate Structure

105-45-3

Methyl acetoacetate

~%

Butanoic acid, 2,3-dioxo-, methyl ester (9CI) Structure

86396-16-9

Butanoic acid, ...

1H-Pyrrole-3-carboxylicacid,2,5-dimethyl-4-(1-naphthalenyl)-,methylester(9CI) Structure

95838-56-5

1H-Pyrrole-3-ca...

(E)-1-Methoxy-2-(2-nitroprop-1-en-1-yl)benzene Structure

6306-34-9

(E)-1-Methoxy-2...

Ethyl acetoacetate Structure

141-97-9

Ethyl acetoacetate

~%

Ethyl 2,3-dioxobutanoate Structure

1723-25-7

Ethyl 2,3-dioxo...

1H-Pyrrole-3-carboxylicacid,4-(2-methoxyphenyl)-2,5-dimethyl-,ethylester(9CI) Structure

95838-67-8

1H-Pyrrole-3-ca...

5-((Acetyl)(ethoxycarbonyl)methylenamino)-4,5-dihydro-2,5-dimethyl-4-phenyl-3-furancarbonsaeure-ethylester Structure

91473-88-0

5-((Acetyl)(eth...

~64%

1H-Pyrrole-3-carboxylicacid, 2,5-dimethyl-4-phenyl-, ethyl ester Structure

16206-31-8

1H-Pyrrole-3-ca...

Ethyl 2,3-dioxobutanoate Structure

1723-25-7

Ethyl 2,3-dioxo...

5-(Bis(ethoxycarbonyl)methylenamino)-4,5-dihydro-2,5-dimethyl-4-phenyl-3-furancarbonsaeure-ethylester Structure

91473-89-1

5-(Bis(ethoxyca...

~52%

1H-Pyrrole-3-carboxylicacid, 2,5-dimethyl-4-phenyl-, ethyl ester Structure

16206-31-8

1H-Pyrrole-3-ca...

Diethyl ketomalonate Structure

609-09-6

Diethyl ketomalonate

5-((Acetyl)(tert-butoxycarbonyl)methylenamino)-4-(4-chlorphenyl)-4,5-dihydro-2,5-dimethyl-3-furancarbonsaeure-tert-butylester Structure

95838-94-1

5-((Acetyl)(ter...

~0%

2,3-DIOXO-BUTYRIC ACID TERT-BUTYL ESTER Structure

31108-35-7

2,3-DIOXO-BUTYR...

N/A Structure

95838-69-0

N/A

5-((Acetyl)(tert-butoxycarbonyl)methylenamino)-4,5-dihydro-4-(4-methoxyphenyl)-2,5-dimethyl-3-furancarbonsaeure-tert-butylester Structure

95838-95-2

5-((Acetyl)(ter...

~0%

2,3-DIOXO-BUTYRIC ACID TERT-BUTYL ESTER Structure

31108-35-7

2,3-DIOXO-BUTYR...

N/A Structure

95838-70-3

N/A

5-((Acetyl)(methoxycarbonyl)methylenamino)-4,5-dihydro-2,5-dimethyl-4-(2-nitrophenyl)-3-furancarbonsaeure-methylester Structure

95838-89-4

5-((Acetyl)(met...

~49%

Butanoic acid, 2,3-dioxo-, methyl ester (9CI) Structure

86396-16-9

Butanoic acid, ...

1H-Pyrrole-3-carboxylicacid,2,5-dimethyl-4-(2-nitrophenyl)-,methylester(9CI) Structure

95838-57-6

1H-Pyrrole-3-ca...

1-(2'-nitrophenyl)-2-nitroprop-1-ene Structure

18982-46-2

1-(2'-nitrophen...

~%

1H-Pyrrole-3-carboxylicacid,2,5-dimethyl-4-(2-nitrophenyl)-,methylester(9CI) Structure

95838-57-6

1H-Pyrrole-3-ca...

Methyl acetoacetate Structure

105-45-3

Methyl acetoacetate

~%

1H-Pyrrole-3-carboxylicacid,2,5-dimethyl-4-(2-nitrophenyl)-,methylester(9CI) Structure

95838-57-6

1H-Pyrrole-3-ca...

1-(2'-nitrophenyl)-2-nitroprop-1-ene Structure

18982-46-2

1-(2'-nitrophen...

Methyl acetoacetate Structure

105-45-3

Methyl acetoacetate

~%

Butanoic acid, 2,3-dioxo-, methyl ester (9CI) Structure

86396-16-9

Butanoic acid, ...

1H-Pyrrole-3-carboxylicacid,2,5-dimethyl-4-(2-nitrophenyl)-,methylester(9CI) Structure

95838-57-6

1H-Pyrrole-3-ca...

1-(3'-nitrophenyl)-2-nitroprop-1-ene Structure

31253-16-4

1-(3'-nitrophen...

Ethyl acetoacetate Structure

141-97-9

Ethyl acetoacetate

~%

Ethyl 2,3-dioxobutanoate Structure

1723-25-7

Ethyl 2,3-dioxo...

4-ethyl-N-[2-[[2-(4-fluorophenyl)-5-phenylpyrazol-3-yl]amino]-2-oxoethyl]-N-propan-2-ylbenzamide Structure

5881-62-9

4-ethyl-N-[2-[[...

N/A Structure

95838-83-8

N/A

~15%

1H-Pyrrole-3-carboxylicacid,5-ethyl-2-methyl-4-phenyl-,ethylester(9CI) Structure

95838-62-3

1H-Pyrrole-3-ca...

Benzene,(2-nitro-1-buten-1-yl)- Structure

1202-32-0

Benzene,(2-nitr...

Ethyl acetoacetate Structure

141-97-9

Ethyl acetoacetate

~%

Ethyl 2,3-dioxobutanoate Structure

1723-25-7

Ethyl 2,3-dioxo...

1H-Pyrrole-3-carboxylicacid,5-ethyl-2-methyl-4-phenyl-,ethylester(9CI) Structure

95838-62-3

1H-Pyrrole-3-ca...

5-((Acetyl)(ethoxycarbonyl)methylenamino)-4,5-dihydro-2,5-dimethyl-4-phenyl-3-furancarbonsaeure-ethylester Structure

91473-88-0

5-((Acetyl)(eth...

~0%

1H-Pyrrole-3-carboxylicacid, 2,5-dimethyl-4-phenyl-, ethyl ester Structure

16206-31-8

1H-Pyrrole-3-ca...

Ethyl 2,3-dioxobutanoate Structure

1723-25-7

Ethyl 2,3-dioxo...

2-(2-nitro-propenyl)-pyridine Structure

18528-27-3

2-(2-nitro-prop...

Ethyl acetoacetate Structure

141-97-9

Ethyl acetoacetate

~%

Ethyl 2,3-dioxobutanoate Structure

1723-25-7

Ethyl 2,3-dioxo...

N/A Structure

95838-63-4

N/A

(E)-1-Methoxy-2-(2-nitroprop-1-en-1-yl)benzene Structure

6306-34-9

(E)-1-Methoxy-2...

Ethyl acetoacetate Structure

141-97-9

Ethyl acetoacetate

~%

Ethyl 2,3-dioxobutanoate Structure

1723-25-7

Ethyl 2,3-dioxo...

1H-Pyrrole-3-carboxylicacid,4-(2-methoxyphenyl)-2,5-dimethyl-,ethylester(9CI) Structure

95838-67-8

1H-Pyrrole-3-ca...

5-((Acetyl)(methoxycarbonyl)methylenamino)-4,5-dihydro-2,5-dimethyl-4-phenyl-3-furancarbonsaeure-methylester Structure

91473-85-7

5-((Acetyl)(met...

~93%

Butanoic acid, 2,3-dioxo-, methyl ester (9CI) Structure

86396-16-9

Butanoic acid, ...

1H-Pyrrole-3-carboxylicacid,2,5-dimethyl-4-phenyl-,methylester(9CI) Structure

95838-55-4

1H-Pyrrole-3-ca...

5-((Acetyl)(methoxycarbonyl)methylenamino)-4-(2-chlorphenyl)-4,5-dihydro-2,5-dimethyl-3-furancarbonsaeure-methylester Structure

95838-90-7

5-((Acetyl)(met...

~65%

Butanoic acid, 2,3-dioxo-, methyl ester (9CI) Structure

86396-16-9

Butanoic acid, ...

1H-Pyrrole-3-carboxylicacid,4-(2-chlorophenyl)-2,5-dimethyl-,methylester(9CI) Structure

95838-58-7

1H-Pyrrole-3-ca...

1ξ-(2-chloro-phenyl)-2-nitro-propene Structure

149312-00-5

1ξ-(2-chloro-ph...

~%

1H-Pyrrole-3-carboxylicacid,4-(2-chlorophenyl)-2,5-dimethyl-,methylester(9CI) Structure

95838-58-7

1H-Pyrrole-3-ca...

Methyl acetoacetate Structure

105-45-3

Methyl acetoacetate

~%

1H-Pyrrole-3-carboxylicacid,4-(2-chlorophenyl)-2,5-dimethyl-,methylester(9CI) Structure

95838-58-7

1H-Pyrrole-3-ca...

5-((Acetyl)(methoxycarbonyl)methylenamino)-4-(4-chlorphenyl)-4,5-dihydro-2,5-dimethyl-3-furancarbonsaeure-methylester Structure

95838-91-8

5-((Acetyl)(met...

~70%

Butanoic acid, 2,3-dioxo-, methyl ester (9CI) Structure

86396-16-9

Butanoic acid, ...

1H-Pyrrole-3-carboxylicacid,4-(4-chlorophenyl)-2,5-dimethyl-,methylester(9CI) Structure

95838-59-8

1H-Pyrrole-3-ca...

1-(4'-Chlor-phenyl)-2-nitro-propylen-(1,2) Structure

710-20-3

1-(4'-Chlor-phe...

~%

1H-Pyrrole-3-carboxylicacid,4-(4-chlorophenyl)-2,5-dimethyl-,methylester(9CI) Structure

95838-59-8

1H-Pyrrole-3-ca...

Methyl acetoacetate Structure

105-45-3

Methyl acetoacetate

~%

1H-Pyrrole-3-carboxylicacid,4-(4-chlorophenyl)-2,5-dimethyl-,methylester(9CI) Structure

95838-59-8

1H-Pyrrole-3-ca...


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