Pyridinium chlorochromate releases quinones from hydroquinone silyl ethers

JP Willis, KAZ Gogins, LL Miller

Index: Willis, John P.; Gogins, Kitty A.; Miller, Larry L. Journal of Organic Chemistry, 1981 , vol. 46, # 16 p. 3215 - 3218

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Citation Number: 44

Abstract

The pyridinium chlorochromate oxidation of six bis (trimethylsily1) and six bis (tert- butyldimethylsilyl) ethers of p-hydroquinones at room temperature in methylene chloride solution gave the corresponding quinones in 6040% yield. The bis (trimethylsily1) ethers were slightly more reactive than the bis (tert-butyldimethylsilyl) ethers. High oxidation efficiency was indicated by a 1: l molar stoichiometry; however, more convenient reaction ...