78904-87-7

Usage

Uses

Used in Chemical Synthesis:
(1E)-[1-(4-bromophenyl)ethylidene]hydrazine is used as a building block in chemical synthesis for the production of various pharmaceutical and agrochemical products. Its unique structure allows for the formation of various functional groups, making it a valuable component in the synthesis of complex molecules.
Used in Pharmaceutical Research:
In pharmaceutical research, (1E)-[1-(4-bromophenyl)ethylidene]hydrazine serves as a key intermediate in the development of new drugs. Its ability to form hydrazones and imines makes it a useful reagent for the synthesis of bioactive compounds with potential therapeutic applications.
Used in Organic Synthesis:
(1E)-[1-(4-bromophenyl)ethylidene]hydrazine is also used as a reagent in organic synthesis to form various functional groups. Its versatility in forming different chemical structures makes it a valuable tool for chemists working on the development of new organic compounds.

Upstream product

• 766-96-1 4-bromo-1-ethynylbenzene 
• 99-90-1 para-bromoacetophenone 
• 5757-83-5 p-Bromoacetophenone N,N-dimethylhydrazone 

Downstream Products

• 89752-32-9 7-(4-Bromo-phenyl)-7-methyl-2,3a,5-triphenyl-3,3a-dihydro-pyrazolo[1,5-c][1,3]oxazine 
• 56587-87-2 1,2-bis-[1-(4-bromophenyl)ethylidene]hydrazine 
• 51678-12-7 2,5-bis(p-bromophenyl)selenophene 
• 56587-87-2 (1E,2E)-1,2-bis(1-(4-bromophenyl)ethylidene)hydrazine 
• 403-30-5 1-(4-bromophenyl)-2-fluoroethan-1-one 

Relevant academic research and scientific papers

Structure-based design, synthesis, and biological evaluation of novel piperine-resveratrol hybrids as antiproliferative agents targeting SIRT-2

A series of novel piperine-resveratrol hybrids5a-hwas designed, synthesized, and structurally elucidated by IR, and1H,13C, and19F NMR. Antiproliferative activities of5a-hwere evaluated by NCI against sixty cancer cell line

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.

Umpolung of Carbonyl Groups as Alkyl Organometallic Reagent Surrogates for Palladium-Catalyzed Allylic Alkylation

Palladium-catalyzed allylic alkylation of nonstabilized carbon nucleophiles is difficult and remains a major challenge. Reported here is a highly chemo- and regioselective direct palladium-catalyzed C-allylation of hydrazones, generated from carbonyls, as a source of umpolung unstabilized alkyl carbanions and surrogates of alkyl organometallic reagents. Contrary to classical allylation techniques, this umpolung reaction utilizes hydrazones prepared not only from aryl aldehydes but also from alkyl aldehydes and ketones as renewable feedstocks. This strategy complements the palladium-catalyzed coupling of unstabilized nucleophiles with allylic electrophiles by providing an efficient and selective catalytic alternative to the traditional use of highly reactive alkyl organometallic reagents.

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.

Exploring the Influence of Phosphine Ligation on the Gold-Catalyzed Hydrohydrazination of Terminal Alkynes at Room Temperature

The synthesis and/or NMR/X-ray characterization of a new series of (L)AuCl complexes is reported, featuring BippyPhos, AdJohnPhos, silyl ether based ligands including OTips-DalPhos, and PAd-DalPhos. These complexes, along with previously reported analogue

Ionic liquids as a reusable media for copper catalysis. Green access to alkenes using catalytic olefination reaction

It was demonstrated that ionic liquids are superb recyclable media for copper catalyzed reactions using catalytic olefination reaction as an example. As a result a novel green access to the halogenoalkenes was elaborated. Possibility to perform up to five reaction cycles without catalyst leaching and decreasing of the yield was demonstrated. A number of various ionic liquids was screened and 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim] [BF4]) was found the solvent with highest efficiency. Mild conditions, high atom economy comparing to other known methods, low amounts of wastes and possibility to recover ionic liquid are the advantages of the proposed method.

Enantioselective Synthesis of Trisubstituted Allenes via Cu(I)-Catalyzed Coupling of Diazoalkanes with Terminal Alkynes

A highly enantioselective synthesis of trisubstituted allenes has been achieved through Cu(I)-catalyzed cross-coupling of aryldiazoalkanes and terminal alkynes with chiral bisoxazoline ligands. Alkynyl migratory insertion of Cu(I) carbene is proposed as t

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.

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