Suzuki-Miyaura coupling of aryl carbamates, carbonates, and sulfamates
- PMID: 19928764
- PMCID: PMC2801021
- DOI: 10.1021/ja906477r
Suzuki-Miyaura coupling of aryl carbamates, carbonates, and sulfamates
Abstract
The first Suzuki-Miyaura cross-couplings of carbamates, carbonates, and sulfamates is described. The method provides a powerful means of using simple derivatives of phenol as precursors to polysubstituted aromatic compounds, as exemplified by a concise synthesis of the anti-inflammatory drug flurbiprofen.
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The ortho-directing ability of methyl ethers is modest (see ref and refs therein), whereas ortho substitution of aryl pivalates presents a considerable challenge.
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