芳环上的pummer型重排:对亚砜基苯基醚的亚砜基史无前例地取代为氧官能团，从而产生受保护的二对苯二酚衍生物

Journal of The Chemical Society, Chemical Communications Pub Date : 1995-01-01 DOI:10.1039/C39950002319

S. Akai, Kiyosei Iio, Y. Takeda, H. Ueno, Kayoko Yokogawa, Y. Kita

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引用次数: 4

摘要

在苯乙烯存在的情况下，用三氟乙酸酐处理对(苯基亚砜基)苯基醚1，选择性地导致亚砜基被三氟乙酰氧基直接ipso取代，使受保护的二对苯二酚衍生物3产量很高。

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Pummerer-type rearrangement on aromatic rings: an unprecedented ipso-substitution of the sulfinyl group of p-sulfinylphenyl ethers into oxygen functional groups leading to protected dihydroquinone derivatives

The treatment of p-(phenylsulfinyl)phenyl ethers 1 with trifluoroacetic anhydride in the presence of styrene selectively caused the direct ipso-substitution of the sulfinyl groups by trifluoroacetoxy groups, giving the protected dihydroquinone derivatives 3 in high to quantitative yields.

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