One pot synthesis of 1,4-dicarboxymethyl-2,3-diphenylnaphthalene

354-35

Reaction of 4-n-propyl-1,2,4-triazoline-3,5-dione with some selected dienes

1001-100

Reaction of 3,4,3',4'-tetradehydrobiphenyl (bisbenzyne) with tetracyclone and acecyclone

173-1763,4,3',4'-Tetradehydrobiphenyl 2 as a reactive intermediate was generated from aprotic diazotization reaction of 3,3'dicarboxy-4,4'-diaminobiphenyl 1<span style="font-size:15.5pt; mso-bidi-font-size:9.5pt"> <span style="font-size:15.0pt;mso-bidi-font-size: 9.0pt">with isoamyl nitrite and subsequent thermal decomposition of the resulting diazonium salt. This intermediate is reacted with 2,3,4,5-tetraphenylcyclopentadienone (tetracyclone) 3 and 7,9-diphenyl-8H-cyclopenta[a]acenaphthylene-8-one (acecyclone) 6 and the resulting polycyclic aromatic hydrocarbons (PAH's) 4 and 9 are obtained in high yield.</span

Synthesis of new heterocyclic compounds via cycloaddtion reaction

812-816The reaction of bis-(p-3,5-dioxo-1,2,4-triazolin-4-yl)methane (diphenyl methanebistriazol- inedione. DPMBTAD) with monomeric cyclopentadiene, 5,5- dimethoxy-1,2,3,4-tetrachlorocyclopentadiene, hexachlorocyclopentadiene, isoprene, 1,3-cyclohexadiene, and anthracene has been investigated. These reactions occurred via [4+2] Diels-Alder cycloaddition reaction and lead to the format ion of novel heterocyclic bis-adducts in quantitative yields. The reaction of DPMBTAD with monomeric cyclopentadiene, 1,3-cyc lohexadiene and isoprene are extremely fast even at -10°C in methylene chloride solution

Reaction of indanocyclone with 3,4,3',4'-tetradehydrobiphenyl(bisbenzyne)

465-469Diphenyl-4,4'- bis-diazonium-3,3'-dicarboxylate has been prepared from diazotization reaction of 3,3'-dicarboxy-4,4'diaminobiphenyl 4 with isoamylnitrite under aprotic conditions. Thermal decomposition in situ of this diazonium salt in 1,1,2- trichloroethane as a solvent yields 3,4,3',4'-tetradehydrobiphenyl 5 as a reactive intermediate. This reactive intermediate has been trapped with indanocyclone via a [4+2] Diels-Alder cycloaddition reaction. Three isomeric products are formed after loss of carbon monoxide which have been isolated by praparitive TLC. Although these novel polycyclic aromatic hydrocarbons (PAH·s) have similar (IR,1H NMR, mass) spectra and elemental analysis, but they have different Rf values. Three different structures have been proposed for these novel compounds

Synthesis of naphthalene and binaphthyl derivatives via arynes intermediates

376-378Benzyne from anthranilic acid has been reacted with 2,5-di-n-propyl-3,4 diphenylcyclopentadienone (n-propylcyclone) in boiling 1,2-dichloroethane to get 1,4-di-n-propyl-2 ,3-diphen-ylnaphthalene in quantitative yield. Bis-benzyne from aprotic diazotization of 3,3'-dicarboxyl-4,4'-diaminobiphenyl is also reacted with this cyclone leading to the formation of a novel polyaromatic adduct 1,1',4,4'-tetra-n-propyl-2,2' ,3,3'-tetraphenyl-6,6'-binaphthyl 6 in a good yield. The above polycyclic aromatic hydrocarbons (PAH,s) have been characterized by high field 1H-NMR, 13C-NMR, IR, mass spectra and elemental analysis. These compounds can be used as analytical samples for the studies of their possible presence in combustion pollutants

Synthesis of novel azo dyes derived from 4-phenylurazole

169-174A novel and convenient method for the preparation of 4-(4-aminophenyl) urazole has been developed. Protic diazotization of amino group of this compound and subsequent coupling reaction with some electron rich aromatic compounds such as phenols, naphthols, and ani lines lead to the formation of novel azo dyes with a phenylurazole linkage in moderate to high yields.

Stereoselective chlorination of non-conjugated heterocyclic alkenes

777-782Diels-Alder adducts of 4-substituted triazolinediones (4-Ph, 4-n-Pr) with cyclopellladienes have heen reacted with chlorine in carbon tetrachloride. When R = Ph only, cis-dichloride adduct is obtained in a stereos pecific manner. However, when R = n-Pr, two products, the cis-dichloride adduct and the rearrangement adduct are obtained in a stereoselective manner. The adducts of these triazolinediones with 1,3-cyclohexadiene have also been reacted with chlorine. When R = Ph, the trans-dichloride is formed with a high degree of stereoselectivity (98%). However, when R = n-Pr, two products, the trans-dichloride and the rearrangement adduct are obtained in 4:1  ratio.</span

A new facile and rapid synthesis of acyl azides under solvent-free conditions

1234-1235A rapid and simple method for the preparation of acyl azides is described. The reaction is carried out under solvent-free conditions from the reaction of acid chlorides with sodium azide supported on silica gel. </span