71838-16-9

Usage

Uses

Used in Organic Synthesis:
3-Bromo-4-iodotoluene is used as a key intermediate in the synthesis of more complex organic compounds. Its unique combination of bromine and iodine atoms allows for selective reactions and functional group transformations that are not possible with simpler starting materials.
Used in the Copper-Catalyzed Synthesis of 2-Arylbenzoxazoles:
3-Bromo-4-iodotoluene is specifically utilized in the copper-catalyzed synthesis of 2-arylbenzoxazoles, which are important heterocyclic compounds with a wide range of applications in pharmaceuticals, agrochemicals, and materials science. The presence of the bromine and iodine atoms in 3-bromo-4-iodotoluene facilitates the formation of the benzoxazole ring through a copper-catalyzed cyclization reaction, leading to the formation of the desired 2-arylbenzoxazole products.

InChI:InChI=1/C7H6BrI/c1-5-2-3-7(9)6(8)4-5/h2-4H,1H3

Upstream product

• 591-17-3 meta-bromotoluene 
• 67-66-3 chloroform 
• 7553-56-2 iodine 
• 64-19-7 acetic acid 
• 106-49-0 p-toluidine 
• 103-89-9 4-Methylacetanilide 
• 583-68-6 2-bromo-p-toluidine 

Downstream Products

• 1085703-72-5 3,4-bis-diethylarsino-toluene 
• 613-33-2 (4,4'-dimethyl-1,1'-biphenyl) 
• 966-54-1 2,6,11-trimethyltriphenylene 
• 2840-49-5 2,7-dimethyl-9H-fluoren-9-one 
• 93868-09-8 1,2-Bis-diethylphosphino-4-methyl-benzene 
• 71838-17-0 tetraethyl 4-methylbenzene-1,2-diphosphonate 
• 652994-20-2 (E)-4-(2-bromo-4-methylphenyl)but-3-en-2-one 
• 325147-50-0 3-(2-bromo-4-methylphenyl)propanal 
• 947546-66-9 1,2-bis(2-bromo-4-methylphenyl)ethyne 
• 935223-82-8 2-bromo-4-methyl-1-[2-(trimethylsilyl)ethynyl]benzene 
• 947546-58-9 C₁₀H₉Br 
• 947546-59-0 C₁₀H₉I 
• 947546-67-0 C₁₆H₁₂I₂ 
• 947546-14-7 1,2-bis[4-methyl-2-(prop-1-ynyl)phenyl]ethyne 

Relevant academic research and scientific papers

5, 10-dihydroindolo [3, 2-b] indole derivative and synthesis method and application thereof

The invention discloses a synthesis method of a 5, 10-dihydroindolo [3, 2-b] indole derivative, the method comprises the following steps: mixing a 2-((2-halogen phenyl) ethynyl)-N, N-dimethylaniline derivative (II), N, N-di-tert-butyl diazacycloketone (III), a palladium catalyst, a monophosphine ligand, alkali and a first organic solvent, and carrying out a diamidation reaction under the protection of inert gas to realize the synthesis of the 5, 10-dihydroindolo [3, 2-b] indole derivative(I). The method is easy to operate, mild in reaction condition and high in reaction yield, and the synthesized 5, 10-dihydroindolo [3, 2-b] indole derivative can be used for preparing an organic light-emitting device.

Gold(I)-Catalyzed Cascade Cyclization Reactions of Allenynes for the Synthesis of Fused Cyclopropanes and Acenaphthenes

A gold-catalyzed reaction of phenylene-tethered allenynes with benzofurans gave 1-(naphth-1-yl)cyclopropa[b]benzofuran derivatives, whereas the reaction of 1-allenyl-2-ethynyl-3-methylbenzene derivatives in the absence of benzofurans gave acenaphthenes in good yields. These results can be rationalized by nucleophilic attack of the alkyne moiety on an activated allene to form a vinyl cation intermediate.

Regulating Transition-Metal Catalysis through Interference by Short RNAs

Herein we report the discovery of a AuI–DNA hybrid catalyst that is compatible with biological media and whose reactivity can be regulated by small complementary nucleic acid sequences. The development of this catalytic system was enabled by the discovery of a novel AuI-mediated base pair. We found that AuI binds DNA containing C-T mismatches. In the AuI–DNA catalyst's latent state, the AuI ion is sequestered by the mismatch such that it is coordinatively saturated, rendering it catalytically inactive. Upon addition of an RNA or DNA strand that is complementary to the latent catalyst's oligonucleotide backbone, catalytic activity is induced, leading to a sevenfold increase in the formation of a fluorescent product, forged through a AuI-catalyzed hydroamination reaction. Further development of this catalytic system will expand not only the chemical space available to synthetic biological systems but also allow for temporal and spatial control of transition-metal catalysis through gene transcription.

1-heterocyclyl-2-(heteroarylthio) benzene derivative and use method and application

The present invention discloses a 1-heterocyclyl-2-(heteroarylthio) benzene derivative and a use method and application, and in particular, relates to a novel 1-heterocyclyl-2-(heteroarylthio) benzene derivative and a pharmaceutical composition containing the novel 1-heterocyclyl-2-(heteroarylthio) benzene derivative, and the novel 1-heterocyclyl-2-(heteroarylthio) benzene derivative and the pharmaceutical composition can be used to inhibit 5-hydroxytryptamine reuptake. The present invention also relates to a preparation method of the novel 1-heterocyclyl-2-(heteroarylthio) benzene derivative and the pharmaceutical composition, and application of the novel 1-heterocyclyl-2-(heteroarylthio) benzene derivative and the pharmaceutical composition in the treatment of central nervous system functional disorders, particularly affective disorders.

Ruthenium-Catalyzed Cycloisomerization of 2,2′-Diethynyl- biphenyls Involving Cleavage of a Carbon-Carbon Triple Bond

A ruthenium complex catalyzes a new cycloisomerization reaction of 2,2′-diethynylbiphenyls to form 9-ethynylphenanthrenes, thereby cleaving the carbon-carbon triple bond of the original ethynyl group. A metal-vinylidene complex is generated from one of th

Structurally Diverse π-Extended Conjugated Polycarbo- and Heterocycles through Pd-Catalyzed Autotandem Cascades

The Pd-catalyzed reaction between 2,2′-dibromobiphenyls and related systems with tosylhydrazones gives rise to new π-extended conjugated polycarbo- and heterocycles through an autotandem process involving a cross-coupling reaction followed by an intramolecular Heck cyclization. The reaction shows wide scope regarding both coupling partners. Cyclic and acyclic tosylhydrazones can participate in the process. Additionally, a variety of aromatic and heteroaromatic dibromoderivatives have been employed, leading to an array of diverse scaffolds featuring a fluorene or acridine central nucleus, and containing binaphthyl, thiophene, benzothiophene and indole moieties. The application to appropriate tetrabrominated systems led to greater structural complexity through two consecutive autotandem cascades. The photophysical properties of selected compounds were studied through their absorption and emission spectra. Fluorescence molecules featuring very high quantum yields were identified, showing the potential of this methodology in the development of molecules with interesting optoelectronic properties.

A facile synthesis of indolo[3,2,1-jk]carbazoles via palladium-catalyzed intramolecular cyclization

A new efficient synthesis of indolo[3,2,1-jk]carbazoles by the palladium-catalyzed cyclization of N-(2-bromoaryl)carbazoles is described. The reaction involves intramolecular C-C bond formation, coupled with the cleavage of a C-X bond and a C-H bond on carbazole ring. Substitutions on N-aryl core with either electron-donating or electron-withdrawing groups are introduced, and different reaction factors for cyclization are evaluated.

PtCl2-catalyzed hydrative cyclization of trialkyne functionalities to form bicyclic spiro ketones

(Chemical Equation Presented) Triple rounds: A regioselective hydrative cyclization of triynes has been developed to give bicyclic β-hydroxy spiro ketones, which undergo subsequent dehydration to give the β,γ- unsaturated ketones (see scheme). Model reactions suggest that this platinum catalysis includes two selective hydrations, an alkyne insertion, and an aldol condensation.