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Cycloaromatization protocol for synthesis of polysubstituted phenol derivatives: method development and mechanistic studies.


ABSTRACT: The scope of the cycloaromatization of propargylic ethers was explored using operationally simple air- and moisture-insensitive conditions. Highly substituted phenol derivatives were obtained in high yields. Mechanistic experiments indicate that the reaction occurs by an electrocyclization followed by 1,3-proton transfer.

SUBMITTER: Spencer WT 

PROVIDER: S-EPMC3448494 | biostudies-literature | 2012 Sep

REPOSITORIES: biostudies-literature

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Cycloaromatization protocol for synthesis of polysubstituted phenol derivatives: method development and mechanistic studies.

Spencer William T WT   Frontier Alison J AJ  

The Journal of organic chemistry 20120814 17


The scope of the cycloaromatization of propargylic ethers was explored using operationally simple air- and moisture-insensitive conditions. Highly substituted phenol derivatives were obtained in high yields. Mechanistic experiments indicate that the reaction occurs by an electrocyclization followed by 1,3-proton transfer. ...[more]

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