THE SIMPLE PREPARATION OF ALDEHYDES AND KETONES BY THE PHOTO-OXYGEN REARRANGEMENT OF NAPHTHO[1,8-DE]DITHIIN MONOOXIDES

被引:32
作者
FURUKAWA, N
FUJII, T
KIMURA, T
FUJIHARA, H
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D O I
10.1246/cl.1994.1007
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Naphthalene-1,8-dithiol reacted with aldehydes to give dithioacetals which were oxidized to 2-substituted naphtho[1,8-de]1,3-dithiin-1-oxides (4). 2,2-Disubstituted naphtho[1,8-de]1,3-dithiin-1-oxides (5) were obtained on treatment of 4 with NaH/electrophiles. Photolysis of 4 and 5 undergoes intramolecular oxygen rearrangement to generate aldehydes and ketones quantitatively together with naphthalene-1,8-dithiole.
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页码:1007 / 1010
页数:4
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