Pyrrole chemistry. VI. Syntheses and electrophilic substitution reactions of some 3-substituted pyrroles
作者:
Hugh J. Anderson,
C. W. Huang,
期刊:
Canadian Journal of Chemistry
(NRC Available online 1967)
卷期:
Volume 45,
issue 9
页码: 897-902
ISSN:0008-4042
年代: 1967
DOI:10.1139/v67-153
出版商: NRC Research Press
数据来源: NRC
摘要:
The Friedel–Crafts acetylation of methyl 2-pyrrolecarboxylate, 2-pyrrolecarboxaldehyde, and 2-pyrrolecarbonitrile was investigated and found to give 4-substitution mainly or exclusively. The 4-acetyl-2-substituted products were converted into the 4-acetyl-2-acid, and then into 3-acetylpyrrole (methyl 3-pyrryl ketone). The Friedel–Crafts isopropylation and the bromination of both methyl 3-pyrrolecarboxylate and 3-acetylpyrrole were found to produce almost exclusively 5-substituted products.
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