Anodic Oxidation of Isopropyl and Tert-Butylbenzenes. Synthetic Routes to Certain Cyclohexa-1,4-Dienes

DOI: 10.1016/S0040-4020(01)92286-0

Source and publish data:

Tetrahedron p. 9967 - 9976 (1992)

Update date:2022-08-04

Topics:

Authors:

Barba, Isidoro

Tornero, Marcial

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Article abstract of DOI:10.1016/S0040-4020(01)92286-0

The anodic methoxylation of p-cymene and p-tert-butyltoluene afforded side-chain methoxylated products as well as nuclear-addition products.For nuclear-addition products both cis/trans isomers are possible and in both cases the cis isomer is in higher proportion than the trans one.The anodic methoxylation of 1,4-di-tert-butylbenzene afforded only nuclear-addition products and the anodic methoxylation of 1,4-di-isopropylbenzene afforded only side-chain products.A probable mechanism is provided.

Full text of DOI:10.1016/S0040-4020(01)92286-0

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