Aromatic compounds, carboxylation

Aralkyl disulfides, 58, 142 Arenediazonium fluoborates, 58, 137 ARENE OXIDES, 58, 12, 15 Aristolone, 58, 162, 163 Aromatic compounds, carboxylation of, 56, 28... 

Aromatic compounds, carboxylation of, 28 L-Asparagine, carbobenzoxy- [L-Asparagine, -[(phenylmethoxy[carbonyl]-], 89 L-Asparagine, IP -(trifluoroacetyl)-, 125 L-ASPARAGINYL-L-LEUCINE, CARBOBENZOXY-, METHYL ESTER [L-LEUCINE, A -[AT -[(PHENYLMETH-OXY)CARBONYL] -L-ASPAR-GINYL] -, METHYL ESTER, 88 2-Asp.Gly-OEt [Glycine, N- [Al -[(phenyl-methoxy)carbonyl] -L-asparaginyl] -, ethyl ester], 93... 

When an aromatic compound having an aliphatic side chain is subjected to oxidation, fission of the side chain occurs between the first and second carbon atoms from the benzene ring, the first carbon atom thus becoming part of a carboxyl ( -COOH) group. For example ... 

Friedel-Crafts acylation of aromatic compounds (Section 12 7) Acyl chlorides and carboxylic acid anhydrides acylate aromatic rings in the presence of alumi num chloride The reaction is electrophil ic aromatic substitution in which acylium ions are generated and attack the ring... 

Friedel-Crafts acylation (Section 12 7) An electrophilic aro matic substitution in which an aromatic compound reacts with an acyl chloride or a carboxylic acid anhydride in the presence of aluminum chlonde An acyl group becomes bonded to the nng... 

DMSO, NaCN, 125-180°, 5-48 h, 65-90% yield.This cleavage reaction is successful for aromatic systems containing ketones, amides, and carboxylic acids mixtures are obtained from nitro-substituted aromatic compounds there is no reaction with 5-methoxyindole (180°, 48 h). 

Peroxytnfluoroacetic acid is used tor numerous oxidations of saturated hydrocarbons and aromatic compounds It oxidizes alkanes, alkanols, and carboxylic acids with formation of hydroxylation products [29] Oxidation of cyclohexane with peroxytnfluoroacetic acid proceeds at room temperature and leads to cyclohexyl trifluoroacetate in 75% yield, 1-octanol under similar conditions gives a mixture of isomeric octanediols in 59% yield, and palmitic acid gives a mixture of hydroxypalmitic acids in 70% yield [29]... 

An interesting class ot covalent Inflates are vin l and ar>/ or heteroaryl Inflates Vinyl inflates are used for the direct solvolytic generation of vinyl cations and for the generation of unsaturated carbenes via the a-elimination process [66] A triflate ester of 2-hydroxypyridine can be used as a catalyst for the acylation of aromatic compounds with carboxylic acids [109] (equation 55)... 

Like aspirin, both ibuprofen and naproxen are relatively simple aromatic compounds containing a side-chain carboxylic acid group. Ibuprofen, sold... 

Reaction No. 5 (Table 11) is part of a synthetically useful method for the alkylation of aromatic compounds. At first the aromatic carboxylic acid is reductively alkylated by way of a Birch reduction in the presence of alkyl halides, this is then followed by an eliminative decarboxylation. In reaction No. 9 decarboxylation occurs probably by oxidation at the nitrogen to the radical cation that undergoes decarboxylation (see... 

Diaryl sulfones can be formed by treatment of aromatic compounds with aryl sulfonyl chlorides and a Friedel-Crafts catalyst. This reaction is analogous to Friedel-Crafts acylation with carboxylic acid halides (11-14). In a better procedure, the aromatic compound is treated with an aryl sulfonic acid and P2O5 in polypho-sphoric acid. Still another method uses an arylsulfonic trifluoromethanesulfonic anhydride (ArS020S02CF3) (generated in situ from ArS02Br and CF3S03Ag) without a catalyst. ... 

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