56587-87-2

Upstream product

• 99-90-1 para-bromoacetophenone 
• 69217-52-3 t-butyl β-methyl-β-(p-bromophenyl)glycidate 
• 354-48-3 1,1,1-tribromotrifluoroethane 
• 78904-87-7 (1-(4-bromophenyl)ethylidene)hydrazine 
• 59862-55-4 p-bromoacetophenone oxime 
• 766-96-1 4-bromo-1-ethynylbenzene 
• 75230-51-2 4-bromoacetophenone tosylhydrazone 

Downstream Products

• 103966-62-7 4-(α-acetoxyethyl)-1-bromobenzene 
• 99-90-1 para-bromoacetophenone 
• 1189947-93-0 C₁₇H₁₉Br 
• 1189947-94-1 1-[1-(4-bromophenyl)ethyl]naphthalene 
• 94705-09-6 (4-acetylphenyl)(phenyl)methanol 
• 1257846-36-8 1-methyl-3,4-diphenyl-6-bromo-isoquinoline 
• 161891-31-2 (E)-3-(4-bromophenyl)-3-chloro-2-propenal 
• 1239307-32-4 (E)-3-(4-bromophenyl)-3-[3-(4-bromophenyl)-1H-1-pyrazolyl]-2-propenal 
• 1313511-98-6 3-(4-bromophenyl)-1-[1-(4-bromophenyl)vinyl]-1H-4-pyrazolecarbaldehyde 

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.

Cp*Co(III)-catalyzed C[sbnd]H amidation of azines with dioxazolones

Cp*Co(III)-catalyzed direct C[sbnd]H amidation of azines has been developed. This conversion could proceed smoothly in the absence of external oxidants, acids or bases, with excellent regioselectivity and broad functional group tolerance. CO2 w

Cp*Co(iii)-catalyzed annulation of azines by C-H/N-N bond activation for the synthesis of isoquinolines

Herein, an efficient, atom economic and external oxidant free approach has been disclosed for the synthesis of isoquinolines. Azines were employed for annulation reactions with alkynes via sequential C-H/N-N bond activation using an air-stable cobalt catalyst. The method takes advantage of the incorporation of both the nitrogen atoms of azines into the desired isoquinoline products, offering the highest atom economy. In addition, the developed protocol works under external oxidant as well as silver salt free conditions. Furthermore, the established methodology features a relatively broad substrate scope with high product yields and scalability up to the gram level.

Rapid and Atom Economic Synthesis of Isoquinolines and Isoquinolinones by C–H/N–N Activation Using a Homogeneous Recyclable Ruthenium Catalyst in PEG Media

Herein, we report an atom-efficient, rapid, green, and sustainable approach to synthesize isoquinolines and isoquinolinones using a homogeneous recyclable ruthenium catalyst in PEG Media assisted by microwave energy. Dibenzoylhydrazine was used for C–H/N–N activation reactions for the first time in combination with ketazine as oxidizing directing groups for annulation reactions with internal alkynes. The developed protocol is environmentally benign due to significantly shortened times with an easy extraction method, higher atom economy, external oxidant and silver or antimony salt free conditions, applicability to a gram scale synthesis, use of biodegradable solvent and wide substrate scope with higher product yields. Moreover, it is worth noting that the established methodology allowed reuse of the catalytic system for up to five successive runs with minimal loss in activity.

Cs2CO3-mediated decomposition of N-tosylhydrazones for the synthesis of azines under mild conditions

Abstract: A facile, environmentally and efficient Cs2CO3-mediated decomposition of N-tosylhydrazones reaction has been developed for the synthesis of functionalized azines under mild conditions. This method offers broad substrate scope, occurs as additive-free, without strong base conditions, utilizes readily available reactants, and forms products in good to high yields. Graphical Abstract: [Figure not available: see fulltext.]

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.

Ancillary ligand-free copper catalysed hydrohydrazination of terminal alkynes with NH2NH2

An efficient and selective Cu-catalysed hydrohydrazination of terminal alkynes with parent hydrazine is reported. The methodology tolerates a broad range of functional groups, allows for the synthesis of symmetrical and unsymmetrical azines, and can be extended to hydrazine derivatives and amines.

Rh-catalyzed sequential oxidative C-H and N-N bond activation: Conversion of azines into isoquinolines with air at room temperature

A rhodium-catalyzed sequential oxidative C-H annulation reaction between ketazines and internal alkynes has been developed via C-H and N-N bond activation with air as an external oxidant, which led to an efficient approach toward isoquinolines with high atom efficiency at rt. Utilizing the distinctive reactivity of this catalysis, both N-atoms of the azines could be efficiently incorporated to the desired isoquinolines under very robust and mild reaction conditions.

Copper-catalyzed N-N bond formation by homocoupling of ketoximes via n-o bond cleavage: Facile, mild, and efficient synthesis of azines

A facile, mild, and efficient copper-catalyzed homocoupling of ketoximes involving N-O bond cleavage in the presence of sodium bisulfite (NaHSO has been developed. This reaction shows good functional group tolerance and affords a broad scope of azines in high yields.

Ring and side chain formylated pyrazoles from acetophenone azines and Vilsmeier's reagent

Differently substituted acetophenone azines on treatment with excess phosphorous oxychloride in N,N-dimethylformamide have found to yield three products in each case. An acceptable mechanism has been suggested for the formation of all the three products.