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TÜBİTAK

Turkish Journal of Chemistry

Journal

Cycloaddition

Articles 1 - 6 of 6

Full-Text Articles in Physical Sciences and Mathematics

Copper-Catalyzed Reactions Of Β-Alkoxy/Phenoxy Enones With Dimethyl Diazomalonate, Füsun Şeyma Kişkan Jan 2023

Copper-Catalyzed Reactions Of Β-Alkoxy/Phenoxy Enones With Dimethyl Diazomalonate, Füsun Şeyma Kişkan

Turkish Journal of Chemistry

2,3-dihydrofurans were synthesized from carbonyl-ylides via 1,5-electrocyclization reactions with high yields. Dimethyl diazomalonate was reacted with several β-alkoxy and/or β-phenoxy α,β-unsaturated compounds in the presence of Cu(acac)$_{2}$ as a catalyst. From the reaction of β-methoxy enone with diazo compound, dioxole, and Cα-H insertion products were also obtained as side products along with 2,3-dihydrofuran derivative. When the unsaturated compound has an ester and a ketone group, only one dihydrofuran derivative was formed, which occurred by the 1,5-ring closure of keto-carbonyl ylide. Dihydrofuran derivative from the formation of ester carbonyl ylide in the reactions was not obtained.


Synthesis Of 3,4-Diaryl-1-Phenyl-4,5-Dihydro-1h-Pyrazole-5-Carbonitriles Via 1,3-Dipolar Cycloaddition Reactions, Jayaroopa Prabhashankar, Vasanth Kumar Govindappa, Ajay Kumar Kariyappa Jan 2013

Synthesis Of 3,4-Diaryl-1-Phenyl-4,5-Dihydro-1h-Pyrazole-5-Carbonitriles Via 1,3-Dipolar Cycloaddition Reactions, Jayaroopa Prabhashankar, Vasanth Kumar Govindappa, Ajay Kumar Kariyappa

Turkish Journal of Chemistry

Nitrile imines generated by the oxidative dehydrogenation of aromatic aldehyde phenylhydrazones with chloramine-T as a catalytic dehydrogenating agent were trapped in situ by 4-methoxy cinnamonitrile to afford 3,4-diaryl-1-phenyl-4,5-dihydro-1H-pyrazole-5-carbonitrile in moderate to good yields. The structures of the cycloadducts were confirmed by spectral studies and elemental analysis.


Synthesis And Isolation Of 1-Cyclohex-1,2-Dien-1-Ylbenzene From 1-(2-Iodocyclohex-1-En-1-Yl)Benzene And 1-(2-Iodocyclohex-2-En-1-Yl)Benzene, Mustafa Ceylan, Yakup Budak, M. Burcu Gürdere, İrfan Özdemi̇r, Esra Findik Jan 2007

Synthesis And Isolation Of 1-Cyclohex-1,2-Dien-1-Ylbenzene From 1-(2-Iodocyclohex-1-En-1-Yl)Benzene And 1-(2-Iodocyclohex-2-En-1-Yl)Benzene, Mustafa Ceylan, Yakup Budak, M. Burcu Gürdere, İrfan Özdemi̇r, Esra Findik

Turkish Journal of Chemistry

The key compounds, 1-(2-iodocyclohex-1-en-1-yl) benzene (12) and 1-(2-iodocyclohex-2-en-1-yl) benzene (13), for the generation of 1-cyclohex-1,2-dien-1-ylbezene (20) were synthesized starting with cyclohexanone. Separate reactions of 12 and 13 with KOtBu in benzene in a sealed tube at 180 °C gave 6 products: 1-cyclohex-1-en-1-ylbenzene (8), 2-phenylcyclohexanone (10), 1,8-diphenyl-2,3,4,4a,4b,5,6,7-octahydrobiphenylene (21), 8a-phenyl-1,2,3,4,6,7,8,8a-octahyd-rotriphenylene (22), 1,2-diphenylcyclohexene (23), and 1-(2-tert-butoxycyclohex-1-enyl) benzene (24). In addition, reactions of 12 and 13 under the same conditions in the presence of diphenylisobenzofuran and furan as trapping reagents afforded the [4 + 2] cyclo-adducts 30, 31, and 32 in good yields, respectively.


Synthesis Of 1-Cyclohept-1,2-Dien-1-Yl Benzene From 1-(2-Iodo-, Chlorocyclohept-1-En-1-Yl)Benzene And 1-(2-Iodo-, Chlorocyclohept-2-En-1-Yl)Benzene: Its Trapping With Diphenylisobenzofuran, Mustafa Ceylan, Yakup Budak, Murat Ulukaya, M. Burcu Gürdere, Esra Findik Jan 2006

Synthesis Of 1-Cyclohept-1,2-Dien-1-Yl Benzene From 1-(2-Iodo-, Chlorocyclohept-1-En-1-Yl)Benzene And 1-(2-Iodo-, Chlorocyclohept-2-En-1-Yl)Benzene: Its Trapping With Diphenylisobenzofuran, Mustafa Ceylan, Yakup Budak, Murat Ulukaya, M. Burcu Gürdere, Esra Findik

Turkish Journal of Chemistry

The key compounds vinyl iodides 12a and 13a, for the generation of 1-cyclohept-1,2-dien-1-ylbezene (1), were synthesized from cycloheptanone (5). Bromobenzene was converted to the Grignard reagent, which was condensed with 5. Dehydration of alcohol 6 gave alkene 7. Hydroboration of 7 followed by oxidation with PCC afforded ketone 9, which was converted to hydrazone 10. Treatment of 10 with iodine resulted in the formation of 12a and 13a. The other precursors, 12b and 13b, were synthesized from the reaction of 9 with PCl_5. Reactions of 12a, b and 13a, b with KOtBu in a sealed tube at 185 °C gave …


Heterocyclic Synthesis Using Nitrilimines: Part 5. Synthesis Of Some Novel Spiro Heterocycles, Hany M. Dalloul, Peter H. Boyle Jan 2006

Heterocyclic Synthesis Using Nitrilimines: Part 5. Synthesis Of Some Novel Spiro Heterocycles, Hany M. Dalloul, Peter H. Boyle

Turkish Journal of Chemistry

A new class of spiro-triazoles (4a-m) were synthesized from the reaction of corresponding nitrilimines 2 with substituted heterocyclic benzoylhydrazones 3 in good yields. The spectral data of the new synthesized compounds are in full agreement with their molecular structure.


Synthesis Of Some New Isoxazolidines By 1,3-Dipolar Cycloaddition Reaction Of Nitrones And Olefins, Akbar Mobinikhaledi, Naser Forughifar, Zahra Kalate Jan 2005

Synthesis Of Some New Isoxazolidines By 1,3-Dipolar Cycloaddition Reaction Of Nitrones And Olefins, Akbar Mobinikhaledi, Naser Forughifar, Zahra Kalate

Turkish Journal of Chemistry

A series of new isoxazolidines 5a-j were synthesized by 1,3-dipolar cycloaddition reaction of different nitrones with substituted olefins under reflux condition. The yields of products following recrystallization from absolute ethanol were of the order of 40%-66%. IR, NMR and mass spectroscopies were used for identification of these compounds.