7092-91-3

Upstream product

• 96775-48-3 6.7-Pentamethylen-3.4-dihydro-naphthalin 
• 130954-51-7 1-Methylene-2-[1-phenyl-meth-(E)-ylidene]-cycloheptane 
• 107647-52-9 1-formyl-2-benzylcyclohept-1-ene 
• 75633-06-6 7,8-Benzo-11-chloro<5>metacyclophane 
• 2396-65-8 1,8-nonadiyn 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 73047-44-6 C₁₅H₁₆Cl₂ 
• 1075-16-7 6,7,8,9-tetrahydro-5H-benzo[7]annulene 
• 7475-53-8 6,7-Pentamethylen-tetralol-⁽¹⁾ 
• 75490-14-1 2,3,4,6,7,8,9,10-octahydro-cyclohepta[b]naphthalen-1-one 
• 75489-97-3 4-(6,7,8,9-tetrahydro-5H-benzocyclohepten-2-yl)-butyric acid 
• 92581-66-3 4-oxo-4-(6,7,8,9-tetrahydro-5H-benzocyclohepten-2-yl)-butyric acid 
• 826-73-3 1-Benzosuberone 
• 253-52-1 PHTHALAZINE 

Relevant academic research and scientific papers

Synthesis of Medium-Sized Carbocycles via a Bidentate Lewis Acid-Catalyzed Inverse Electron-Demand Diels-Alder Reaction Followed by Photoinduced Ring-Opening

The combination of a Lewis acid-catalyzed inverse electron-demand Diels-Alder (IEDDA) reaction with a photoinduced ring-opening (PIRO) reaction in a domino process has been established as an efficient synthetic method to access medium-sized carbocycles. From readily available electron-rich and electron-poor phthalazines and enamines, respectively, as starting materials, various 9- and 11-membered carbocycles were prepared. This versatile transition-metal-free tool will be valuable for broadening the structural space in biologically active compounds and functional materials.

Bidentate Lewis acids for the activation of 1,2-diazines - A new mode of catalysis

Bidentate Lewis acids were applied as catalysts for the inverse-electron-demand Diels-Alder (IEDDA) reaction of 1,2-diazines. The concept of catalysis is based on the coordination of the bidentate Lewis acid to both nitrogen atoms of the 1,2-diazine moiety, thereby reducing the electron density and lowering the energy of the LUMO. This should, according to frontier molecular orbital (FMO) theory, facilitate the cycloaddition step. This new concept was successfully applied to a variety of dienophiles and substituted phthalazine substrates. Careful investigations of the mechanism led to the isolation and characterization of key intermediates; all of which support the presented catalytic cycle. Copyright

Lewis acid catalyzed inverse electron-demand diels-alder reaction of 1,2-diazines

A systematic approach toward Lewis acid catalyzed inverse electron-demand Diels-Alder (IEDDA) reactions of 1,2-diazines is described. The general concept is first investigated by DFT calculations, supported by spectroscopic data, and finally proven in the experiment.

Nickel-catalyzed cocyclotrimerization of arynes with diynes; a novel method for synthesis of naphthalene derivatives

The NiBr2(dppe)-Zn system effectively catalyzes the [2 + 2 + 2] cocyclotrimerization of arynes with diynes, leading to substituted naphthalene derivatives in moderate to good yields. This cocyclotrimerization reaction shows excellent tolerance of functional groups and leads to products of 5- to 7-membered fused-ring sizes. The Royal Society of Chemistry 2005.

A Photoannulation Route to Naphthalenes from Cyclic Ketones

A three-step annulation of cyclic ketones has been developed.Aldol condensation with an aromatic aldehyde followed by Wittig olefination produces a 1,3-diene, which undergoes oxidative photocyclization to produce a naphthalene derivative.Ketone ring sizes of C5 to C8 were annulated successfully.The sequence was also applied successfully to three methyl-substituted derivatives and one polycyclic case.

AROMATIC ANNELATION. SYNTHESIS OF NAPHTHALENES.

An efficient cationic cyclization reaction has been developed to prepare substituted naphthalenes.The method has been used to prepare a phenanthrene and will be useful for the synthesis of polynuclear aromatic hydrocarbons and C-glycosyl anthraquinones.

7,8-Benzo-11-chlorometacyclophane

The metacyclophane derivative (3) was obtained in 55percent isolated yield by treatment of (2) with silver perchlorate in the presence of 2,6-lutidine in tetrahydrofuran solution; (3) isomerizes to (6) in acidic solution and is converted by hydrogen bromide in benzene-acetic acid-water into a mixture consisting mainly of (6), (8a), and (8b).