Dibenzoate

Dibenzo[d,g][l,5]telluroazocines 65 are the only representatives of Te, N-containing eight-membered heterocycles known thus far. Treatment of bis(2-bromomethylphenyl)tellurium dibromide 66 with methylamine followed by reduction of the reaction mixture with sodium sulfide gives, instead of the expected... 

A -methyl-5//,7//-dibenzo[d,.g][l,5]telluroazocine 65, its thiooxide 67a (X=S, R= Me) (95JA6388). The same type of reaction with benzylamine and sodium selenide gives A-benzyl-5//,7//-dibenzo[d,g][l,5]telluroazocine selenoxide 67b (X = Se, R = CH2Ph). Reaction of the tellurium dibromide 66 with sodium sulfide carried out in the absence of the primary amines affords the eight-member Te,S-containing heterocycle 5//,7//-dibenzo[d,g][l,5]telluroazocine (92CL151). 

CN 3-(10,l l-dihydro-5/7-dibenzo[a,rf cyclohepten-5-ylidene)-A/,Al-dimethyl-l-propanamine... 

Protriptyline is synthesized by alkylation of 5-/7-dibenzo[a,d]cycloheptene with 3- N-phormyl-A-methylamino)propylchloride (7.1.20), which is synthesized from compound (7.1.19). The resulting intermediate product (7.1.21) undergoes alkaline hydrolysis, which leads to the formation of protriptyline (7.1.21) [33-38]. 

The chemically and radiochemically pure NCA 5-[18F]fluoromethyl- and 5-/ -[18F]fluo-roethyl-10,ll-dihydro-5/7-dibenzo[tf, d]cyclohepten-5, 10-imines 151 and 152 have been prepared for i.v. injection from [18F]fluoride by nucleophilic substitution at the cyclic sulphamates 153 and 154 (equation 96). The labelled products 151 and 152 have been evaluated for receptor binding in animals and in man189. MK801, 155, readily crosses the BBB in mammals and binds to a high affinity site on the TV-methyl-D-aspartate receptor190. 

The results of the reactions involving these carbenes are compiled in Table 14. Irradiation of 5-diazo-10,l l-dihydrodibenzo[a,c/]cycloheptene with a high-pressure mercury lamp gives 10,11-dihydrodibenzo[a,rf]cyclohepten-5-ylidene, which can be trapped under the right conditions. When the photolysis was carried out in the presence of ( )-l-phenylprop-l-ene, stereospecific cycloaddition took place to give rra i-3-methyl-l-phenylspiro[cyclopropane-2,5 -10, lT-dihydro-5 //-dibenzo[a,cf]cycloheptene in 19% yield.Efficient trapping even on a synthetic scale is experienced when the diazo compound is irradiated in various styrenes. Thus, when 4-methoxystyrene was used as solvent l-(4-methoxyphenyl)spiro[cyclopropane-2,5 -10, lT-dihydro-5 7/-dibenzo[a,ii]cycloheptene (1) was isolated in 81% yield in addition 5,5 -bi(10,ll-dihydro-5//-dibenzo[u, f]cycloheptyl) (2) was obtained in 11% yield. 

Related carbenes, i.e. 3//-benzocycloheptatrien-3-ylidene and 5/7-dibenzo[a,c]cycloheptatrien-5-ylidene generated from the corresponding tosylhydrazones, thermally or photolytically, isomerize to benzo-12 or dibenzobicyclo[4.1.0]hepta-2,4,6-trienes, respectively. In contrast to cycloheptatrienylidene, 5/7-dibenzo[a,c]cycloheptatrien-5-ylidene underwent ring contraction to form a cyclopropene derivative 13 before reaction with alkenes. 

Bandoli, G., Nicolini, M. Crystal structure of the antidepressant noxiptyline hydrochloride (5-dimethylaminoethyloximino-5/7-dibenzo[a,(7]-cyclohepta-l,4-diene hydrochloride). J. Crystallogr. Spectrosc. Res. 1983, 13, 191-199. 

The 10,ll-dihydro-5/7-dibenzo[fl, /]cyclohepten-5-yl (5-dibenzosub-eryl, Sub), 57/-dibenzo[ ,[Pg.157]

Hydroxy-2-(3-hydroxy-3-methylbutyl)-5-methoxybibenzyl, in H-20173 11 -Hydroxy-3-( 1 -hydroxy-3-methylbutyl)-4-methoxy-9-methyl-5//,7//-dibenzo[/ ,g][l,5] dioxocin-5-one, see P-10025 1 -[4-[2-Hydroxy-1 -(hydroxymethyl)ethoxy]-3-methoxyphenyl]-2-[4-(3-hydroxypropyl)-2-methoxyphenoxy]- ,3-propanediol, H-30157 9-Hydroxy-3-(hydroxymethyl)furo[3,2-/ ] naphtho[2,3- furan-5,10-dione, in H-30185... 

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