5758-14-5

Upstream product

• 5757-86-8 1-(2-methylphenyl)-1-ethanone N,N-dimethylhydrazone 
• 766-47-2 1-ethynyl-2-methylbenzene 
• 577-16-2 2-Methylacetophenone 

Downstream Products

• 61001-55-6 3-phenyl-5-(o-tolyl)-1H-pyrazole 
• 343319-58-4 phenyl(1-(o-tolyl)ethyl)sulfane 
• 1109225-87-7 1-(2-methylphenyl)-1-diazoethane 

Relevant academic research and scientific papers

Gold(I) complexes bearing ring-fused benzoxazine-derived triazolylidenes and their use in C–N bond-forming processes

We report the synthesis and full characterization of a novel series of ring-fused benzoxazine-derived triazolium salts (1a–c) and their corresponding triazolylidene gold(I) complexes (2a–c). All new compounds were fully characterized by means of 1H and 13C NMR spectroscopy, elemental analyses, and mass spectroscopy and in the case of triazoliums 1a and 1b by single-crystal X-ray diffraction. The new triazolylidene gold complexes (2a–c) were tested as precatalysts in the hydroamination and hydrohydrazination of terminal alkynes employing aniline derivatives and hydrazine as nitrogen sources, respectively.

Safe and Facile Access to Nonstabilized Diazoalkanes Using Continuous Flow Technology

Despite the high synthetic potential of nonstabilized diazo compounds, their utilization has always been hampered by stability, toxicity, and safety issues. The present method opens up access to the most reactive nonstabilized diazoalkanes. Among diazo compounds, nonstabilized alkyl diazo compounds are the least represented because of their propensity to degrade during preparation. The continuous flow oxidation process of hydrazones on a silver oxide column afforded an output stream of base- and metal-free pure diazo solution in dichloromethane. Starting from innocuous ketones and aldehydes, this methodology allows the production of a broad range of unprecedented diazoalkanes compounds in excellent yields, while highlighting their synthetic potential and the possibility of safe large-scale diazo production.

Synthesis and Catalytic Benefits of Tetranuclear Gold(I) Complexes with a C4-Symmetric Tetratriazol-5-ylidene

The facile preparation of a C4-symmteric tetratriazolium salt and its subsequent metalation to generate a series of tetranuclear mesoionic carbene gold(I) complexes is presented. The complete structural characterization of the metallic carbenes

Visible-Light-Promoted AuI to AuIII Oxidation in Triazol-5-ylidene Complexes

Reaction of triazolium precursors [MIC(CH2)n- H+]I? (n=1–3) with potassium hexamethyldisilazane (KHMDS) and AuCl(SMe2) generates the gold(I) complexes of the type MIC(CH2)n?AuI. Visible light exposure of the latter complexes promotes a spontaneous disproportionation process rendering gold(III) complexes of the type [{MIC(CH2)n}2?AuI2]+I?. Both the AuI and AuIII complex series were tested in the catalytic hydrohydrazination of terminal alkynes using hydrazine as nitrogen source.

Lewis acid-promoted direct synthesis of N-unsubstituted hydrazones via the reaction of hydrazine with acetophenone and isatin derivatives

Hydrazones 2–22 were synthesized via the reaction of acetophenone with isatin derivatives and anhydrous hydrazine promoted by BF3 as a Lewis acid at 0°C. Structures of the synthesized hydrazones were determined on the basis of NMR and X-ray crystallograph

Sulphur promoted C(sp3)-C(sp2) cross dehydrogenative cyclisation of acetophenone hydrazones with aldehydes: Efficient synthesis of 3,4,5-trisubstituted 1H-pyrazoles

A novel strategy for the cross dehydrogenative coupling (CDC) of acetophenone hydrazones and aldehydes has been developed for the synthesis of highly substituted pyrazoles. This work, for the first time, uses elemental sulfur as a promoter as well as a hydrogen acceptor in effecting the Csp3-Csp2 bond formation via C-H activation. This journal is

Room-temperature hydrohydrazination of terminal alkynes catalyzed by saturated abnormal n-heterocyclic carbene-gold(I) complexes

A number of saturated abnormal N-heterocyclic carbene (NHC) complexes of gold, in combination with KBArF4 as activator, were successfully applied in the chemoselective addition of hydrazine to alkynes. The reaction proceeds even at r