Journal
SYNTHETIC COMMUNICATIONS
Volume 45, Issue 3, Pages 331-337Publisher
TAYLOR & FRANCIS INC
DOI: 10.1080/00397911.2014.956370
Keywords
Biaryl diol; binaphthol; microwave chemistry; phenoxyl radical
Categories
Funding
- National Science Foundation [1151933]
- Rose Hills Foundation
- Keck Foundation Summer Research Grant
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [1151933] Funding Source: National Science Foundation
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The tert-butyl peroxide-initiated, oxidative coupling of phenols can frequently promote reactions that otherwise perform poorly under alternative conditions. Despite this utility, peroxide coupling reactions employing conventional heat often require high-dilution conditions, multiple additions of oxidant, and long reflux times, while regularly affording only moderate product yields. We recently developed an optimized protocol for peroxide-promoted, oxidative coupling that employs microwave heat. Product yields up to 98% have been attained. The performance and scope of this method relative to other oxidative coupling methodologies will be discussed.
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