The Journal of Organic Chemistry

Acid-mediated rearrangement of acylpyrroles

JR Carson, NM Davis

Index: Carson, John R.; Davis, Nancy M. Journal of Organic Chemistry, 1981 , vol. 46, # 5 p. 839 - 843

Full Text: HTML

Citation Number: 51

Abstract

Treatment of ketone If with acid brought about migration of the acyl group specifically to the 3- position of the pyrrole ring. This structure is consistent with the observed 1.5% coupling between the pyrrole ring protons. In contrast to the N-alkyl compounds 1 which were converted by acid completely to isomer 2, heating either a 2-acylpyrrole (3) or a 3- acylpyrrole (4) bearing hydrogen on nitrogen in strong anhydrous acid gave rise to an ...

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2,4-bis(4-chlor...

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100-66-3

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(4-chlorophenyl)-(1-methylpyrrol-3-yl)methanone Structure

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(4-chlorophenyl)-(1,3,5-trimethylpyrrol-2-yl)methanone Structure

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1-Methylpyrrole Structure

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(4-methylphenyl)-(1-methylpyrrol-3-yl)methanone Structure

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(4-chlorophenyl)-(1-methylpyrrol-2-yl)methanone Structure

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(4-chlorophenyl)-(1-methylpyrrol-3-yl)methanone Structure

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2,4-bis(4-chlorobenzoyl)-1-methylpyrrole Structure

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2,4-bis(4-chlor...

Anisole Structure

100-66-3

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~%

(4-chlorophenyl)-(1-methylpyrrol-3-yl)methanone Structure

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Methanone,(4-chlorophenyl)(4-methoxyphenyl) Structure

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2-Acetyl-1H-pyrrole Structure

1072-83-9

2-Acetyl-1H-pyrrole

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3-ACETYLPYRROLE Structure

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3-ACETYLPYRROLE

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(1-methylpyrrol-3-yl)-[4-(trifluoromethyl)phenyl]methanone Structure

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1-(1-Methyl-1H-pyrrol-3-yl)ethanone Structure

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(1,5-dimethylpyrrol-2-yl)-(4-methylphenyl)methanone Structure

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