1- aryl ester naphthalene

Synthesis and properties of poly (aryl ester ketone) copolymers containing 1,4-naphthalene moieties J. (2004). Macromol Sci. A., 41(10), 1095-1103. 

Because anti/syn ratios in the product can be correlated to the E(0)/Z(0) ratio of the involved boron enolate mixture,10b initial experiments were aimed at the preparation of highly E(0)-enriched boron enolate. The E(0)/Z(0) ratio increases with the bulk of the alkanethiol moiety, whereas the formation of Z(O) enolates prevails with (S )-aryl thioates. (E/Z = 7 93 for benzenethiol and 5 95 for 2-naphthalene thiol esters). E(O) reagent can be formed almost exclusively by reaction of (5)-3,3-diethyl-3-pentyl propanethioate 64 with the chiral boron triflate. High reactivity toward aldehydes can be retained in spite of the apparent steric demand (Scheme 3-22).43... 

Amino-substituted naphthoquinones and heterocyclic variants have been disclosed in the patent literature as 5-LO inhibitors. Compounds represented by (80) (X = C, N) from Lilly inhibited SRS-A release from sensitized guinea-pig lung tissue [218]. Similar compounds such as (81) (R = carboxylic ester, acyl, or aryl) and related naphthalene derivatives, from American Cyanamid, gave good inhibition in guinea-pig ISN (at 10 //g/ml) and in passive cutaneous anaphylaxis in mice (25-60 /zM i.p.) [219,220]. 

By way of confirmation of the latter proposal it was shown independently that a p-toluene sulfinate ester rearranges smoothly to the sulfoxide . The pyramidal inversion of some aryl alkyl sulfoxides can be effected photochemically using naphthalene as a sensitizer. A recent detailed study of the reaction indicated that mechanism involved activation of the substrate by the excited singlet state of the sensitizer. ... 

The most important method for the preparation of aryl ketones is known as Friedel-Crafts acylation. The reaction is of wide scope. Reagents other than acyl halides can be used," including carboxylic acids," anhydrides, and ketenes. Oxalyl chloride has been used to give diaryl 1,2-diketones." Carboxylic esters usually give alkylation as the predominant product (see 11-11)." A-Carbamoyl p-lactams reacted with naphthalene in the presence of trifluoromethanesulfonic acid to give the keto-amide." ... 

The same catalyst was used by Li and co-workers for an efficient annulation of electron-rich phenols or naphthols with cyelic dienesJ Tricyclic or tetracyclic benzofuran derivatives were obtained as mixtures of syn and anti isomers with the former predominating. The reaetion probably proceeds by intermolecular C-C bond formation via addition of the phenol to the activated diene, followed by protodeauration and intramolecular formation of the C-O bond. In a related transformation, naphthalenes were obtained by treatment of aryl-substituted propargyl esters with eationic gold(I) eatalysts. The reaction may proceed via consecutive 1,3- and 1,2-rearrangements to afford conjugated dienes that then undergo an intramolecular hydroarylation. 

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