42918-20-7

Usage

Uses

Used in Pharmaceutical Industry:
o-Allylbromobenzene is used as a key intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and improving the efficacy of existing medications.
Used in Agrochemical Industry:
In the agrochemical sector, o-Allylbromobenzene is utilized as an intermediate in the production of agrochemicals, aiding in the creation of effective pest control agents and other agricultural products.
Used in Organic Compounds Synthesis:
o-Allylbromobenzene is employed as a building block in the synthesis of a wide range of organic compounds, expanding the scope of chemical research and applications.
Used as a Reagent in Organic Chemical Reactions:
o-Allylbromobenzene serves as a reagent in various organic chemical reactions, facilitating the formation of desired products and enhancing the efficiency of chemical processes.
Environmental Considerations:
Due to its high flammability and toxicity, o-Allylbromobenzene is considered a potential environmental hazard. It requires careful handling and storage to minimize risks to human health and the environment.

Upstream product

• 583-55-1 1-Bromo-2-iodobenzene 
• 106-95-6 allyl bromide 
• 615-36-1 2-bromoaniline 
• 762-72-1 allyl-trimethyl-silane 
• 10448-07-4 2-bromobenzenediazonium tetrafluoroborate 
• 107-05-1 3-chloroprop-1-ene 
• 1826-67-1 vinyl magnesium bromide 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 593-60-2 Vinyl bromide 

Downstream Products

• 61463-61-4 2-allylbenzonitrile 
• 350248-52-1 1-(2-vinylphenyl)-1-propanol 
• 685077-01-4 (2-allyl-adamantan-2-yl)-(2-allyl-phenyl)-methanol 
• 685077-16-1 (7-allyl-bicyclo[2.2.1]hept-7-yl)-(2-allyl-phenyl)-methanol 
• 685076-91-9 (9-allyl-bicyclo[3.3.1]non-9-yl)-(2-allyl-phenyl)-methanol 
• 496-11-7 INDANE 
• 1067909-36-7 2-(2-allylphenyl)ethan-1-ol 
• 1331887-35-4 (2-allylphenyl)-tert-butylsilane 
• 177324-09-3 3-(2-bromophenyl)propyl methyl ether 
• 52221-92-8 3-(2-bromo-phenyl)-propan-1-ol 
• 66223-53-8 trans-2-bromocinnamaldehyde 
• 1239600-74-8 (E)-1-bromo-2-(3-phenylprop-1-en-1-yl)benzene 
• 1239600-72-6 (E)-1,4-di(2-bromophenyl)-1-butene 
• 1239600-62-4 (E)-1,4-di(2-bromophenyl)-2-butene 

Relevant academic research and scientific papers

Bimetal Cooperatively Catalyzed Arylalkynylation of Alkynylsilanes

An unprecedented Pd/Rh cooperatively catalyzed arylalkynylation of alkynylsilanes was developed to merge an alkynylidene moiety with benzosilacycle. These silaarenes possess a particular aggregation-induced emission behavior. Mechanistic investigations demonstrate that the relay trimetallic transmetalation plays a pivotal role in governing this transformation.

SPIROCYCLIC TETRAHYDROQUINAZOLINES

Provided are compounds represented by Formula I, wherein R3, A, A1, A2, A3, E, E1, E2, L, Q, Z, and (aa) are as defined in the specification, and the pharmaceutically acceptable salts and solvates thereof. Compounds of Formula (I) are KRAS inhibitors and are thus useful to treat cancer and other diseases.

Spirocyclic tetrahydroquinazolines

The invention discloses spirocyclic tetrahydroquinazolines , and particularly provide compounds represented by Formula I shown in the specification, and pharmaceutically acceptable salts and solvates thereof. In the formula, R3, A, A1, A2, A3, E, E1, E2, L, Q, Z and a structure shown in the specification are as defined in the specification,. The compounds of formula I are KRAS inhibitors and are therefore useful in the treatment of cancer and other diseases.

Gold-Catalyzed Cyclisation by 1,4-Dioxidation

Amide-substituted diynes were cyclized in the presence of a cationic gold catalyst and an external nucleophile leading to 1-indenones and 1-iminoindenones. The electron-donating features of the nitrogen atom enable the formation of a reactive ketene iminium ion, which can be trapped by either diphenyl sulfoxide or anthranil as nucleophiles in a subsequent oxidation step, providing substituted inden-1-on-3-carboxamides.

Cross-Coupling Reactions of Aryldiazonium Salts with Allylsilanes under Merged Gold/Visible-Light Photoredox Catalysis

A method for the cross-coupling reactions of aryldiazonium salts with trialkylallylsilanes via merged gold/photoredox catalysis is described. The reaction is proposed to proceed through a photoredox-promoted generation of an electrophilic arylgold(III) intermediate that undergoes transmetalation with allyltrimethylsilane to form allylarenes.

Radical-Mediated 1,2-Formyl/Carbonyl Functionalization of Alkenes and Application to the Construction of Medium-Sized Rings

A novel radical 1,2-formylfunctionalization of alkenes involving 1,2(4,5)-formyl migration triggered by addition of various carbon- and heteroatom-centered radicals to alkenes has been developed for the first time, thus providing straightforward access to diverse β-functionalized aldehydes with good efficiency, remarkable selectivity, and excellent functional group tolerance. Analogous transformations mediated by a keto-carbonyl migration have also been effected under similar conditions. This method was used to access ring systems including various benzannulated nine-, ten-, and eleven-membered rings, complex 6-5(6,7)-6(5) fused rings, and bridged rings with diverse functionalities.

Characterization of the Dynamic Equilibrium between Closed and Open Forms of the Benzoxaborole Pharmacophore

Benzoxaboroles are a class of five-membered hemiboronic acids that recently attracted significant attention as a new pharmacophore on account of their unique structural and physicochemical properties and their ability to interact selectively with biomolecules. Their structural behavior in water and its effect on their physiological properties remain unclear, especially the question of dynamic hydrolytic equilibrium of the oxaborole ring. Herein, we used NMR spectroscopy, in mixed aqueous-organic solvent, to confirm the strong preference for the closed form of benzoxaborole and its six- and seven-membered homologues over the open boronic acid form. Only with the eight-membered homologue does the cyclic form become unfavorable. Using dynamic VT-NMR studies with designed probe compound 20, we demonstrate that the oxaborole ring undergoes rapid hydrolytic ring closing-opening at ambient temperature at a rate of >100 Hz via a mechanism featuring rate-limiting proton-transfer steps. This knowledge can help provide a better understanding of the behavior of benzoxaboroles in biological systems.

Rhodium-Catalyzed, Enantioselective Hydroacylation of ortho-Allylbenzaldehydes

The development of a rhodium catalyst for endo- and enantioselective hydroacylation of ortho-allylbenzaldehydes is reported. A catalyst generated in situ from [Rh(COD)Cl]2, (R)-DTBM-SEGPHOS, and NaBARF promotes the desired hydroacylation reactions and minimizes the formation of byproducts from competitive alkene isomerization and ene/dehydration pathways. These rhodium-catalyzed processes generate the 3,4-dihydronaphthalen-1(2H)-one products in moderate-to-high yields (49-91%) with excellent enantioselectivities (96-99% ee).

Cascade multicomponent synthesis of indoles, pyrazoles, and pyridazinones by functionalization of alkenes

The development of multicomponent reactions for indole synthesis is demanding and has hardly been explored. The present study describes the development of a novel multicomponent, cascade approach for indole synthesis. Various substituted indole derivative

Relay catalysis: Enantioselective synthesis of cyclic benzo-fused homoallylic alcohols by chiral bronsted acid-catalyzed allylboration/ring closing metathesis

Six- and seven-membered benzo-fused cyclic homoallylic alcohols can be readily synthesized by a tandem chiral Bronsted acid-catalyzed allyl (crotyl)boration/ring closing metathesis sequence performed under orthogonal relay catalysis conditions. Excellent enantio- and diastereoselectivities are obtained in most of the cases. In addition, the parent crotylboration/RCM process is also described. The required substrates, ortho-vinylbenzaldehydes, are readily available in one step from commercially available starting materials. Both catalysts and reactants are also available from commercial suppliers. The reaction shows broad functional group compatibility and is also suitable for heteroaromatic substrates. Substitution at any position of the aromatic ring is tolerated; however, substitution at position 6 results in a substantial drop in enantioselectivity. Copyright