Controlling site-selectivity in C—C bond formation of cyclohexa-2,4-dienones and ortho -quinones

Abstract C–C bond formation involving phenol-derived oxidative intermediates has steadily advanced in recent years. This review focuses on the site-selectivity of C–C bond formation in cyclohexa-2,4-dienones and ortho-quinones generated via oxidative transformations of phenols. These transformations provide efficient access to multiply substituted catechols, which are important structural motifs in the pharmaceutical industry. By summarizing substituent effects and reaction conditions, this review establishes guidelines for accessing a broad range of catechols via site-selective C–C bond formation.