Diphenyliodonium chloride, with

Diphenyliodonium chloride, with 2,4-pentanedione and sodium amide to give 1-phenyl-2,4-pentanedione, 51,128... 

The method presented is essentially that described by Lawesson and Yang.2 Phenyl tert-butyl ether has been prepared by acid-catalyzed condensation of isobutylene and phenol3 and by reaction of diphenyliodonium chloride with potassium feri-butoxide.4... 

The possibility of the synthesis of aryl fluorides by thermal decomposition of diaryliodonium tetrafluorobo-rates was first demonstrated by Van der Puy in 1982 [70]. It was found that the reactions of diphenyliodonium salts with different anions (BF4, CFsCOO", TsO , Cl ) in DMF in the presence of KF upon heating afford fluorobenzene in 11-85% yield. The lowest yield (11%) was observed in the reaction of diphenyliodonium chloride with KF in DMF at 115 °C, while the thermolysis of Ph2l+BF4 in the presence of KF at 160-170 °C without solvent gave PhF in 85% yield. The formation of benzene (2-9%) due to a parallel radical decomposition process was also observed in all these reactions [70],... 

Reagents. Calix[4]resorcinarene (1) was prepared by a reported procedure (5). Closs-linkers, BHP and MBHP (8) were prepared by the reaction of phenol with formaldehyde in water. Photo acid generator, DIAS was prepared by the reaction of diphenyliodonium chloride with sodium 9,10-dimethoxyanthracene-2-sulfonate, which was obtained by the reduction of sodium anthraquinone-2-sulfonate with zinc and aqueous sodium hydroxide solution, followed by the methylation with dimethyl sulfate (9). 3,5-Dihydroxybenzoic acid (Merck) and 18-crown-6 (Tokyo Kasei Co.) were commercially available and used... 

Pentanedione, with sodium amide and diphenyliodonium chloride to give 1-phenyl-... 

Phenylation, of 3-diketones with diphenyliodonium chloride, 51, 131 of ketoesters with diphenyliodonium chloride, 51, 131 of nitroalkanes with diphenyliodonium chloride, 51, 132 PHENYLATION WITH DIPHENYL-... 

Sodium, with l-bromo-3-chloro-cyclobutane to give bicyclo [l.l.O]butane, 51, 55 Sodium amalgam, 50, 50, 51 Sodium amide, with 2,4-pentane-dione and diphenyliodonium chloride to give l-phenyl-2, 4-pentanedione, 51, 128 Sodium azide, 50, 107 with mixed carboxylic-carbonic anhydrides, 51, 49 Sodium borohydride, reduction of erythro-3-methanesulfony-loxy-2-butyl cyclobutanecar-boxylate, 51, 12 reduction of 2-(1-phenylcyclo-pentyl)-4,4,6-trimethyl-5,6-dihydro-1,3(4H)-oxazine to 2-(1-phenylcyclopentyl)-4,4, 6-trimethyltetrahydro-l,3-oxazine, 51, 25 Sodium cyanoborohydride, used... 

PHENYLATION WITH DIPHENYLIODONIUM CHLORIDE 1 -PHENYL-2,4-PENT ANEDIONE... 

The flask is insulated by wrapping with cloth towels in order to reduce the rate of ammonia evaporation. In addition the towels exclude light thus reducing the photolytic production of iodine from diphenyliodonium chloride and the reaction products. 

To a stirred mixture of anhydrous potassium carbonate (7 g, 50.7 mmol) and N-hydroxyphthalimide (14 g, 95 mmol) in DMSO (250 ml) was added, over 5 min, diphenyliodonium chloride (38 g, 120 mmol). After 15 h of stirring at room temperature the reaction mixture was added to ice (600 g). Colourless crystals of (V-phenyloxyphthalimide separated after 1 h. They were collected, washed with water and dried to give 20 g (90%) of crude product upon recrystallization from ethanol pure A-phenyloxyphthalimide (13.5 g, 66%) was obtained, m.p. 143.5-145°C. 

Phenyl arenedithiocarboxylates. These esters can be prepared by reaction of diphenyliodonium chloride or bromide with sodium arenedithiocarboxylates. 

PHENYLATION WITH DIPHENYLIODONIUM CHLORIDE l-PHENYL-2,4-PENTANEDIONE... 

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