Ruthenium-catalyzed oxygenation of catechols to muconic acid anhydrides and 2H-pyran-2-ones. Intradiol and extradiol cleavage of carbon-carbon bond

M Matsumoto, K Kuroda

文献索引：Matsumoto,M.; Kuroda,K. Journal of the American Chemical Society, 1982 , vol. 104, p. 1433

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被引用次数: 68

摘要

RuC12 (PPh3),(5)(0.7 mmol) in 1, 1, 2, 2-tetrachloroethane (TCE)(15 mL) was stirred under an oxygen atmosphere (1 atm) at room temperature for 15 h (about 3 mmol of oxygen was consumed). The resulting dark blue solution was concentrated in vacuo, and the residue was chromatographed on silica gel. Elution with CH2C12 gave the muconic acid anhydride 6 (26% yield) 9 and the 2H-pyran-2-one 7 (64% yield). I0 This oxygenation is significantly ...