10316-53-7

Upstream product

• 15988-11-1 4-Phenylurazole 
• 1165952-91-9 cyclohexa-1,3-diene 
• 4233-33-4 4-Phenyl-1,2,4-triazolidine-3,5-dione 
• 86814-80-4 (8R*,9R*)-3,5-Dioxo-4-phenyl-2,4,6-triazatricyclo<5.2.2.0^2,6>undec-10-en-8,9-dicarbonsaeure 
• 86814-81-5 (8R*,9R*)-3,5-Dioxo-4-phenyl-2,4,6-triazatricyclo<5.2.2.0^2,6>undecan-8,9-dicarbonsaeure 
• 5675-13-8 trans-cyclohexa-3,5-diene-1,2-dicarboxylic acid 

Downstream Products

• 195197-67-2 (1R,7S,8R,9S)-8,9-Dihydroxy-4-phenyl-2,4,6-triaza-tricyclo[5.2.2.0^2,6]undecane-3,5-dione 
• 195197-69-4 (1R,7S,8S,9R)-8,9-Dihydroxy-4-phenyl-2,4,6-triaza-tricyclo[5.2.2.0^2,6]undecane-3,5-dione 
• 201230-82-2 carbon monoxide 
• 2603-10-3 N-phenyl methyl carbamate 
• 1165952-91-9 cyclohexa-1,3-diene 
• 30169-55-2 4-phenyl-2,4,6-triazatricyclo[5.2.2.0^2,6]undecane-3,5-dione 
• 113788-01-5 C₁₄H₁₃⁽²⁾H₂N₃O₂ 
• 30169-55-2 4-phenyl-2,4,6-triazatricyclo<5.2.2.0^2,6>undecane-3,5-dione 
• 195197-73-0 N-((1S,2R,3S,4R)-2,3-Dihydroxy-4-phenylacetylamino-cyclohexyl)-2-phenyl-acetamide 
• 195197-74-1 N-((1S,2S,3R,4R)-2,3-Dihydroxy-4-phenylacetylamino-cyclohexyl)-2-phenyl-acetamide 
• 195197-95-6 N-((1R,2R,3S,4S)-4-Amino-2,3-dihydroxy-cyclohexyl)-2-phenyl-acetamide 

Relevant academic research and scientific papers

Novel concerted fragmentation upon alcoholysis of a urazole

(Chemical Equation Presented) Instead of yielding the expected hydrazine, alcoholysis of the above heterocycle results in fragmentation via a highly unusual pathway.

Copper(II)-catalyzed aerobic oxidation of hydrazides to Azo intermediates and their Diels-Alder versus ene trapping

The oxidation of diethyl 1, 2-hydrazinedicarboxylate using a catalytic Cu(II)-oxazoline system occurs at RT in air, resulting in azo generation, which can then be trapped in situ via hetero-Diels-Alder (HDA) and competitive ene-reactions, with chemoselect

Redox reaction of the Pd0 complex bearing the Trost ligand with meso-cycloalkene-1,4-biscarbonates leading to a diamidato PdII complex and 1,3-cycloalkadienes: Enantioselective desymmetrization versus catalyst deactivation

The Pd0 complex 1 that bears the Trost ligand 2 undergoes a facile redox reaction with 1,4-biscarbonates 5b-d and rac-22 under formation of the diamidato-PdII complex 7 and the corresponding 1,3-cycloalkadienes 8b-d. The redox deacti

Electrosynthesis of cyclic α-carbonylazo compounds. Chemical stability of the electrogenerated dienophiles and in situ trapping of dienes

Dienophilic cyclic α-carbonylazo compounds were prepared electrochemically by oxidation of the corresponding hydrazino compounds using a flow cell fitted with a graphite felt anode in acidic methanol or acetonitrile. The instability of these compounds in methanol was first studied. In situ Diels-Alder additions of these electrogenerated dienophiles and various dienes were performed in relatively good yields in acidic methanol or acetonitrile.

Biocatalysis in the chiral recognition of meso-diamides - An efficient route from cyclic olefinic hydrocarbons to optically pure diamino-polyols

meso-Diamino-di(tri,tetr)ols 1-8 were synthesized starting from cheap carbocyclic olefins and cis-diepoxy derivatives. Enantioselective hydrolysis of the corresponding bis(phenylacet)amides with penicillin amidase from E. coli (EC 3.5.1.11) was effected in good yields (73-90%) and with high optical purities (ee 91 - >97).

Stereospecific vs stereoselective bromination of non-conjugated heterocyclic alkenes

4-Substituted triazolinediones have been reacted with cyclopentadiene monomer, and the resultant cycloadducts (1a,b) treated with bromine in carbon tetrachloride.Contrary to expectation, addition of bromine to carbon-carbon double bond occurs via syn-addition in a stereospecific manner.The above triazolinediones have also been reacted with 1,3-cyclohexadiene and the resultant adducts (2a,b) subjected to bromination in carbon tetrachloride.In this case two products (trans and cis) are formed in a stereoselective manner.

Hydrogen Transfer Reactions, 18. - The cis Selectivity in Dehydrogenation by Quinones

In contrast to literature results the dehydrogenation of -1,3-cyclohexadiene by o-chloranile proceeds stereoselectively.Fast 1,5-hydrogen shifts in the last pyrolytic step of the synthesis are the cause of the contrary report. Key Words: Hydrogen transfer / Aromatization / Stereoselectivity / Quinones

Photochemical Deazetation of 2,3-Diazabicyclooct-2-ene: Pseudorotation of the Cyclohexanediyl Biradical

Direct irradiation of cis-anti-2H2>-2,3-diazabicyclooct-2-ene leads to bicyclohexane in which the deuterium is predominantly exo, i.e. with inversion of configuration, to hexadiene in which most, but not all, of the vinylic deuterium is present in the E,Z-isomer, and to cyclohexene lacking vinylic deuterium.Qualitatively similar results were obtained for the sensitised irradiation.The results are discussed in terms of a schema in which cleavage of one C-N bond is followed by conformational changes in a diazenyl biradical, and then in a cyclohexanediyl biradical.

Attempts to Synthesize Derivatives of the 2,3-Diazabicycloocta-5,7-diene System

The 2,3-diazabicycloocta-5,7-diene derivatives 1a and b could neither be obtained by a photoaromatization reaction of 8 nor by an electrolytic oxidation of the dicarboxylic acids 13a,b.Cycloadditions to 21 lead to derivatives of the title system.At temperatures above -10 deg C these undergo a -cycloreversion to produce the tetrahydrophthalazines 22.The thermal transformation of 21 to 22 is rationalized on the basis of a chain mechanism.