Friedel-Crafts Reaction Of Aromatic Compounds Research Articles

Syntheses, structures and catalytic activity for Friedel-Crafts reactions of substituted indenyl rhenium carbonyl complexes

The complexes [(η5-C9H6R)Re(CO)3] [R = nBu (8), tBu (9), CH(CH2)4 (10), Ph (11), Bz (12), 4-methoxyphenyl (13), 4-chlorophenyl (14)] were synthesized by refluxing substituted indenyl ligands [C9H7R] [R = nBu (1), tBu (2), CH(CH2)4 (3), Ph (4), Bz (5), 4-methoxyphenyl (6), 4-chlorophenyl (7)], and Re2(CO)10 in decalin. The molecular structures of 9, 10, 12, and 13 were determined by X-ray diffraction analysis. These four crystals have similar molecular structures of the mononuclear carbonyl complex. In each of these molecules, Re is η5-coordinated to the five-membered ring of the indenyl group. Complexes 8–14 have catalytic activity for Friedel-Crafts reactions of aromatic compounds with a variety of alkylation and acylation reagents. Compared with traditional catalysts, these mononuclear metal carbonyl complexes have obvious advantages such as high activities, mild reaction conditions, high selectivity, and environmentally friendly chemistry.

In(OTf)3-Catalyzed Friedel-Crafts Reaction of Aromatic Compounds with Methyl Trifluoropyruvate in Water

In the presence of In(OTf) 3 as a catalyst, aniline derivatives la-c, 1e-h and anisole derivatives 2a-c, 2e reacted with methyl trifluoropyruvate 3 in water at room temperature to give the corresponding Friedel-Crafts reaction products 4a-g and 5a-d in good yields, respectively.

Friedel-Crafts reaction of the Baylis-Hillman adducts of N-tosylimine derivatives

Friedel-Crafts reaction of aromatic compounds with the Baylis-Hillman adducts of N-tosylimine derivatives in the presence of sulfuric acid provided a stereoselective methodology for the preparation of 2-benzylsubstituted olefins in moderate yields.

Synthesis of 1-(substituted-aryl) methylthiomethanephosphonates by Friedel-Crafts reaction of aromatic compounds with chloro(methylthio)methanephosphonate

Friedel-Crafts reaction of aromatic compounds with chloro(methylthio)methane phosphonate(1) under mild condition in the presence of Lewis acid affords 1-(substituted-aryl)methylthiomethanephosphonates(2).

ChemInform Abstract: SYNTHESES OF ARYLACETONE AND ARYLACETONITRILE BY FRIEDEL‐CRAFTS REACTION WITH α‐CHLORO‐α‐(METHYLTHIO)‐SUBSTITUTED ACETONE AND ACETONITRILE

Novel preparative methods for arylacetone and arylacetonitrile are described. Friedel-Crafts reactions of aromatic compounds with α-chloro-α-(methylthio) acetone (4) and α-chloro-α-(methylthio) acetonitrile (7) in the presence of Lewis acid afforded α-(methylthio)-arylacetone (5) and α-(methylthio) arylacetonitrile (8), respectively. Compounds (5) and (8) were converted into the corresponding arylacetone (6) and arylacetonitrile (9) by reduction with zinc dust in acetic acid.

ChemInform Abstract: SYNTHESIS OF ETHYL ARYLACETATES BY MEANS OF FRIEDEL‐CRAFTS REACTION OF AROMATIC COMPOUNDS WITH ETHYL α‐CHLORO‐α‐(METHYLTHIO)ACETATE

AbstractChlor‐methylmercap‐ to‐essigsäureethylester (II), der aus Methylmercaptoessigsäuremethylester durch Chlorierung mit N‐Chlorsuccinimid hergestellt wird, reagiert mit Aromaten oder Heteroaromaten (I) in einer Friedel‐Crafts‐Reaktion zu den Verbindungen (III), die sich glatt: zu den Arylessigsäureestern (IV) entschwefeln lassen.

Synthesis of ethyl arylacetates by means of Friedel-Crafts reaction of aromatic compounds with ethyl .ALPHA.-chloro-.ALPHA.-(methylthio)acetate.

Friedel-Crafts reaction of aromatic compounds with ethyl α-chloro-α-(methylthio)-acetate (1) gave ethyl α-(methylthio) arylacetates (2), which were readily converted into ethyl arylacetates (3) by reductive desulfurization with Raney nickel or zinc dust-acetic acid. The reactions were applied to the syntheses of ibufenac (5) and alclofenac (6), which are anti-inflammatory agents.

Syntheses of arylacetone and arylacetonitrile by Friedel-Crafts reaction with .ALPHA.-chloro-.ALPHA.-(methylthio)-substituted acetone and acetonitrile.

Novel preparative methods for arylacetone and arylacetonitrile are described. Friedel-Crafts reactions of aromatic compounds with α-chloro-α-(methylthio) acetone (4) and α-chloro-α-(methylthio) acetonitrile (7) in the presence of Lewis acid afforded α-(methylthio)-arylacetone (5) and α-(methylthio) arylacetonitrile (8), respectively. Compounds (5) and (8) were converted into the corresponding arylacetone (6) and arylacetonitrile (9) by reduction with zinc dust in acetic acid.