4- fluorobenzoyl chloride

Reaction of 2-aminopyridine and 2,3,4,5,6-pentafluoro- and 5-nitro-2-fluorobenzoyl chloride in CH2CI2 in the presence of (/-Pr)2EtN at room temperature afforded 1,2,3,4-tetrafluoro- and 8-nitro-l l//-pyrido[2,l-6]-quinazolin-11-ones, respectively (01TL1851). 

Acylation of 2-aminobenzothiazoles (274) with 2-fluorobenzoyl chloride followed by thermal cyclization of the intermediate acyl derivatives gave the benzothiazolo[3,2-a]quinazolines (275) (81JHC801). Tetrahydroben-... 

Bromobenzamides couple with arylboronic acids thermal deprotection of the amino group is followed by the formation of a fused pyridin-2-one in good yield. The 4-one ring may be constructed in low yield by stirring at a low temperature (—S °C) a 2-fluorobenzoyl chloride with the lithium derivative of ethyl pyridine-2-acetate. 

A number of protic acids have been used to catalyze acylation reactions. It is assumed that the reactions involve the generation of acylium ions. Polymeric reagents such as Nafion-H have been used for example 2-fluorobenzoyl chloride and toluene give the benzophenone derivatives with an ortho.para ratio of 4 81. ° A zeolite-catalyzed acylation (equation 6) has been reported to afford 4-dodecenoyltol-uene in 96% yield but the yields are low with short chain carboxylic acids. Early examples of the use of trifluoroacetic and perchloric acids reported good yields of products. Some more recent examples are shown in equations (7) to (9). Phosphoric and polyphosphoric acids have been used together with carboxylic acids (equation 10),anhydrides and acylureas (equation 11). °... 

Fluorobenzenesulfonyl chloride 2-Fluorobenzoicacid 3-Fluorobenzoicacid 4-Fluorobenzoic acid 2-Fluorobenzonitrile 4-Fluorobenzonitrile 2-Fluorobenzoyl chloride... 

Tetrahydro-l//-xanthene-l,9-diones, synthesised from cyclohexa-l,3-diones and 2-fluorobenzoyl chlorides, are efficient Michael acceptors, offering a route to 4a-substituted xanthone derivatives similar to the secalonic acid half unit (Scheme 12) <97JCS(P1)1819>. 

As monomer, bis[4-fluoro-3-(p-methoxylbenzo-yl)]biphenyl that contains two pendant methox-yphenyl groups is used. It is synthesized by a Friedel-Crafts reaction of 5-chloro-2-fluorobenzoyl chloride with anisole, followed by a nickel-mediated homo-coupling reaction. 

Preparation by reaction of 2-fluorobenzoyl chloride with 5-chlororesorcinol dimethyl ether in the presence of aluminium chloride in refluxing ethylene dichloride (70%) [589], 96% [1031]. 

Obtained by Friedel-Crafts acylation of 3,5-dimethylphenol with 2-fluorobenzoyl chloride in the presence of aluminium chloride in chlorobenzene [1700]. 

Obtained by reaction of 2-fluorobenzoyl chloride with 1,4-dimethoxybenzene in methylene chloride in the presence of stannic chloride at 0° (83%) [1503]. m.p. 50-5r[1503] ... 

---