AlCl3-DMF reagent in the Friedel-Crafts reaction. Application to the synthesis of symmetrical benzophenone derivatives

Synthesis of series of symmetrical benzophenone derivatives by C-alkylation reaction of 2(3H)-benzoxazolone and 2 (3H)-benzothiazolone with carbon tetrachloride in presence of AlCl3-DMF reagent is reported

AlCl3-DMF reagent in the Friedel-Crafts reaction. The behaviour of omega-halogenoacid chlorides

2(3H)-benzoxazolones or 2(3H)-benzothiazolones react at 70-75 degrees C with omega-halogenoacyl chlorides in the presence the AlCl3-DMF complex to produce the expected ketones in 55-88 % yield. Treatment of a 2(3H)-benzoxazolone or 2(3H)-benzothiazolone by 4-chlorobutyryl chloride produced an alcohol derivative, presumably via an anchimeric participation of the 6-acyl carbonyl moiety

Effects of Dietary N-6/n-3 Ratios On Lipid and Prostaglandin-e2 Metabolism in Rat Gastric-mucosa

The effects of increased dietary n - 3 polyunsaturated fatty acids on gastric mucosal lipid metabolism were studied in rats fed for 8 weeks with different combinations of fish and corn oils. Lipid composition, ex vivo prostaglandin E2 (PGE2) production and enzymatic activities involved in phospholipid metabolism and peroxisomal oxidative catabolism of fatty acids and PGE2 were examined. With dietary n - 6/n - 3 compositional ratios ranging between 75 and 3.3 it was observed that: (i) the arachidonic acid-to-eicosapentaenoic acid ratio (AA/EPA) fell from infinity to 3.1 and 5.1 in phosphatidylcholines (PC) and phosphatidylethanolamines (PE), respectively; (ii) ex vivo production of PGE2 was lowered by a factor of about 2; and (iii) gastric phospholipase A2 activity was enhanced by 32%. With dietary n - 6/n - 3 ratios lower than 3.3, stimulation of PGE2-CoA oxidase activity was observed whilst the PGE2 level remained constant. These data suggest that the fish oil-induced decrease in ex vivo PGE2 production is more closely related to a decrease in the membrane AA level than to an enhanced oxidative catabolism of PGE2

Synthesis of 6-benzoyl-2(3H)-benzoxazolone and 6-benzoyl-2(3H)-benzothiazolone

This paper reports and compares different methods to synthesize 6-benzoyl-2(3H)-benzoxazolone and 6-benzoyl-2(3H)-benzothiazolone by Fridel-Crafts acylation of 2(3H)-benzoxazolone and 2(3H)-benzothiazolone. The best method found consisted of the transposition of the N-benzoyl derivative fa the target compound, a process taking place at 160 degrees C and catalyzed by AlCl3. In these conditions, 6-benzoyl-2(3H)-benzoxazolone and 6-benzoyl-2(3H)-benzothiazolone were obtained in 80 and 85 % yield, respectively