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Anodic oxidation of catechols has been investigated in the presence of ketene N,O-acetals using cyclic voltammetry and constant current electrolysis methods. The results show that in the presence of ketene N,O-acetals, the anodic oxidation of 4-methylcatechol affords alpha-arylated products in satisfactory yields. Meanwhile, indoles can be synthesized from simple 3-substituted catechols or catechol itself following an ECEC mechanism. In addition, either alpha-arylation or indole formation could be the dominant pathway by simply modifying the composition of the electrolyte solution. (C) 2011 Elsevier Ltd. All rights reserved.
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TETRAHEDRON
ISSN: 0040-4020
年份: 2011
期: 48
卷: 67
页码: 9334-9341
2 . 1 0 0
JCR@2022
ESI学科: CHEMISTRY;
JCR分区:2
中科院分区:3
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