Key words Prins reaction - Friedel–Crafts acylation piperidine schizophrenia

Aryl-keto-containing α-amino acids are of great importance in organic chemistry and biochemistry. They are valuable intermediates for the construction of hydroxyl α-amino acids, nonproteinogenic α-amino acids, as well as other biofunctional components. Friedel-Crafts acylation is an effective method to prepare aryl-keto derivatives. In this review, we summarize the preparation of aryl-keto cont...

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...

the use of methanesulfonic acid as a brønsted acid for direct ortho-acylation of phenols and naphthols proves to be a convenient, more general and direct route to various hydroxyaryl ketones. the route is regioselective, leading to ortho c-acylated products in satisfactory to high yields in most cases. the solvent free reactions described below exhibited environmentally benign in terms of faste...

A facile synthesis of a series of benzene ring acylated analogues of harmaline has been achieved by Friedel-Crafts acylation under solvent-free conditions at room temperature using acyl halides/acid anhydrides and AlCl3. The reaction afforded 10- and 12-acyl analogues of harmaline in good yield, along with minor quantities of N-acyl-tryptamines and 8-acyl analogues of N-acyltryptamines.

an efficient method for the friedel–crafts acylation of a wide range of aromatic compounds in good to excellent yields under solvent-free conditions, using iron zirconium phosphate (zpfe) was investigated. the catalyst is easy to prepare and shows interesting catalytic properties. the catalyst was characterized by some instrumental techniques such as xrd, icp-oes, sem and tem. a wide variety of...

Friedel-Crafts acylation of the aryldiazirine with ω-ester-α-acyl halide and successive reduction of the carbonyl group to methylene with triethylsilane and trifluoroacetic acid gave diazirinylated fatty acids. Photoaffinity labeling with the carbene generating precursor, 3-phenyl-3-trifluoromethyldiazirine, has become increasingly important as a photophor. However, the complicated synthesis of...