CCVI.—The Friedel-Crafts' reaction. Part III. Migration of alkyl groups in the benzene nucleus
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چکیده
منابع مشابه
Biocatalytic Friedel–Crafts Acylation and Fries Reaction
The Friedel-Crafts acylation is commonly used for the synthesis of aryl ketones, and a biocatalytic version, which may benefit from the chemo- and regioselectivity of enzymes, has not yet been introduced. Described here is a bacterial acyltransferase which can catalyze Friedel-Crafts C-acylation of phenolic substrates in buffer without the need of CoA-activated reagents. Conversions reach up to...
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Friedel-Crafts reactions of isopropyl-substituted benzenes with phthalic anhydride in the presence of aluminium trichloride, followed by cyclization of the products with strong sulfuric acid give, as expected, anthraquinones. The syntheses, however, often afford more than one anthraquinone. In some cases the isopropyl groups migrate cleanly to other ring positions; in other cases they are lost.
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Chiral squaramides are highly enantioselective catalysts for Friedel-Crafts reaction of indoles with N-tosyl imines, affording 3-indolyl methanamine products in 85-96% yields and 84-96% ees.
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We report here a novel synthesis of optically active bishomotyrosine. The bishomotyrosine skeleton was constructed by using a Friedel-Crafts reaction between phenol and optically active N-Tfa-Glu(Cl)-OMe in triflic acid under the mild condition. Reduction and subsequent deprotection then afforded bishomotyrosine derivatives without any loss of optical purity.
متن کاملFriedel-Crafts Alkylation of Alkenes: Ethylaluminum Sesquichloride Induced Alkylations with Alkyl Chloroformates.
The formal addition of propane to nonactivated double bonds can be achieved with isopropyl chloroformate (2) in the presence of Et(3)Al(2)Cl(3). Thus, a 1:1 mixture of 10-isopropyloctadecanoic acid (3) and the 9-regioisomer is formed from oleic acid (1). The reaction may also be carried out with 1-alkenes by the addition of triethylsilane as a hydride donor.
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ژورنال
عنوان ژورنال: J. Chem. Soc., Trans.
سال: 1921
ISSN: 0368-1645
DOI: 10.1039/ct9211901806