The Journal of Organic Chemistry

Lewis acid mediated fluorinations of aromatic substrates

ST Purrington, DL Woodard

Index: Purrington, Suzanne T.; Woodard, Daniel L. Journal of Organic Chemistry, 1991 , vol. 56, # 1 p. 142 - 145

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Citation Number: 27

Abstract

Direct fluorination of aromatic substrates, PhZ (Z= C1, CHO, CH (OCH2) 2, NOz, C02CH2CH3, OH, NHCH3, OCH,, CH3), in the presence and absence of BCl, or AlCl,, has been investigated. For PhCl and PhOH, inclusion of boron trichloride increased the percent conversion and the amount of para product. However, AlCl, caused an increase in the ortho regioselectivity in the reaction with chlorobenzene. For PhCHO, inclusion of a Lewis acid ...