21399-36-0

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 
• 1257846-36-8 1-methyl-3,4-diphenyl-6-bromo-isoquinoline 

Relevant academic research and scientific papers

The catalytic olefination reaction of aldehydes and ketones with CBr 3CF3

The new approach of catalytic olefination reaction (COR) has been used to convert aromatic and aliphatic aldehydes and ketones to 2-bromo-3,3,3- trifluoroprop-1-enes by the treatment of corresponding hydrazones with CBr 3CF3 under copper(I) catalysis conditions. The reaction proceeds stereoselectively, the target alkenes were obtained in good yields.

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 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.

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.

Synthesis of functionalized diaryl alkancs from azines

Substituted diaryl alkanes arc synthesized from bcnzalazines and acctophenone/propiophenone azines via Friedel Craft's reaction with substituted mono- and poly-nuclear aromatic hydrocarbons. Diaryl methanes/ethanes and propanes are obtained by reaction with benzalazine, N,N'-bis (I-phenyl) azine and N, N'-bis (I-propyl) azine, respectively.

Oxidative Transformations of Aldazines and Ketazines with Organic Peroxyacids

Oxidation of aromatic aldazines and ketazines with various peroxycarboxylic acids was investigated.It was found that one part of azine molecule 2 was converted into carbonyl compound 1 or related acid 3 while the second part was transformed into carboxylic ester 4 related to peroxyacid used as an oxidant.It was revealed that aromatic azines could be used as a source of diazaarylmethanes and mechanisms of reactions studied were postulated. aldazines, carboxylic esters, ketazines, oxidation, peroxycarboxylic acids