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有机化合物的电解部分氟化。55. 2,3-二氢色满-4-酮和色酮衍生物的高度区域和立体选择性阳极单氟化反应。

Electrolytic partial fluorination of organic compounds. 55. Highly regio- and stereoselective anodic monofluorination of 2,3-dihydrochroman-4-one and chromone derivatives.

作者信息

Dawood K M, Fuchigami T

机构信息

Department of Electronic Chemistry, Tokyo Institute of Technology, 4259 Nagatsuta, Midori-ku, Yokohama 226-8502, Japan.

出版信息

J Org Chem. 2001 Nov 16;66(23):7691-5. doi: 10.1021/jo0105437.

DOI:10.1021/jo0105437
PMID:11701022
Abstract

Anodic monofluorination at the position alpha to the oxygen atom of the (E)-3-benzylidene-2,3-dihydrochroman-4-one derivatives was successfully carried out to provide the corresponding 2-fluorochromanones selectively. This is the first regioselective electrochemical fluorination of fused-type, oxygen-containing heterocyclic compounds. Anodic fluorination of a chromone derivative also gave a similar fluorinated chromanone stereoselectively.

摘要

在(E)-3-亚苄基-2,3-二氢苯并色原酮-4-酮衍生物的氧原子α位进行阳极单氟代反应,成功地选择性提供了相应的2-氟苯并色原酮。这是稠合型含氧杂环化合物的首例区域选择性电化学氟化反应。色酮衍生物的阳极氟化反应也立体选择性地得到了类似的氟化苯并色原酮。

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