Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
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Direct Formylation of Fluorine-Containing Aromatics with Dichloromethyl Alkyl Ethers
Takuya WarashinaDaisuke MatsuuraYoshikazu Kimura
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2019 Volume 67 Issue 6 Pages 587-593

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Abstract

Formylations of fluorine-containing aromatic compounds with dichloromethyl alkyl ethers have been investigated. Dichloromethyl propyl ether and dichloromethyl butyl ether have been applied for the formylation of fluorine-containing anisoles to give the corresponding aldehydes in good yields. Application of these ethers is preferable to that of methyl ether, which is prepared from volatile methyl formate. Reaction of fluorine-containing phenols with these dichloromethyl alkyl ethers did not give salicylaldehyde derivatives, leading instead to corresponding aryl formates in high yields. A plausible mechanism is discussed.

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© 2019 The Pharmaceutical Society of Japan
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