A one step conversion of sulfoxides to aldehydes by the neighboring group participation in the Pummerer rearrangement of ortho-hydroxymethyl aryl benzyl sulfoxides

被引:0
|
作者
Naka, H [1 ]
Sato, S
Horn, E
Furukawa, N
机构
[1] Univ Tsukuba, Tsukuba Adv Res Alliance Ctr, Ibaraki, Osaka 305, Japan
[2] Univ Tsukuba, Dept Chem, Ibaraki, Osaka 305, Japan
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D O I
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中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Benzyl 2-(hydroxymethyl)phenyl sulfoxides (1) treated with p-toluenesulfonic acid monohydrate (TsOH . H2O) undergo the Pummerer-type rearrangement to give benzaldehydes in one step. The reaction was found to proceed via the oxosulfonium salt (6) as an intermediate.
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页码:177 / 184
页数:8
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