66952-36-1

Usage

Uses

Used in Organic Synthesis:
1-Bromo-3-(prop-1-ynyl)benzene is utilized as a building block in organic synthesis for the creation of a wide range of chemical compounds. Its unique structure allows for various chemical reactions, making it a valuable component in the synthesis process.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 1-Bromo-3-(prop-1-ynyl)benzene serves as a starting material for the synthesis of biologically active compounds. Its properties contribute to the development of new drugs and medicinal agents.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, 1-broMo-3-(prop-1-ynyl)benzene is employed as a starting material for synthesizing biologically active substances. It plays a role in the production of pesticides, herbicides, and other agrochemical products.
Used as a Ligand in Coordination Chemistry:
1-Bromo-3-(prop-1-ynyl)benzene can also function as a ligand in coordination chemistry. Its ability to form complexes with metal ions is useful in the study and application of coordination compounds.
Used as a Reagent in Organic Compound Synthesis:
Furthermore, 1-broMo-3-(prop-1-ynyl)benzene acts as a reagent in the synthesis of various organic compounds. Its reactivity and structural features make it suitable for use in multiple reaction types, contributing to the formation of diverse organic molecules.

Upstream product

• 37595-74-7 N,N-phenylbistrifluoromethane-sulfonimide 
• 21906-32-1 3-bromophenylacetone 
• 591-18-4 1-Bromo-3-iodobenzene 
• 6224-95-9 diphenyl(1-propynyl)phosphine oxide 
• 75-20-7 calcium carbide 
• 766-81-4 3-bromophenylacetylene 
• 74-88-4 methyl iodide 
• 6224-91-5 trimethyl(prop-1-ynyl)silane 

Downstream Products

• 928837-84-7 cis-3-bromo-β-methylstyrene 
• 1428540-95-7 (E)-ethyl 4-(1-(3-bromophenyl)-1-(((trifluoromethyl)sulfonyl)oxy)prop-1-en-2-yl)benzoate 
• 1383982-90-8 (1r,4r)-4-methoxy-5''-methyl-6'-[3-(prop-1-yn-1-yl)phenyl]-3'H-dispiro[cyclohexane-1,2'-indene-1',2''-imidazol]-4''-amine 
• 1189373-19-0 3-(prop-1-ynyl)phenylboronic acid 

Relevant academic research and scientific papers

Rh-Catalyzed Asymmetric Hydrogenation of α,β- and β,β-Disubstituted Unsaturated Boronate Esters

A highly enantioselective hydrogenation of α,β-unsaturated boronate esters catalyzed by Rh-(S)-DTBM-Segphos complex has been developed. Both (Z)-α,β- and β,β-disubstituted substrates can be successfully hydrogenated to afford chiral boronates with excellent enantioselectivities, up to 98 % ee. Furthermore, the obtained chiral boronate esters, as important versatile synthetic intermediates are successfully transformed to the corresponding chiral alcohols, amines and other important derivatives with maintained enantioselectivities.

Direct Synthesis of 1-Arylprop-1-ynes with Calcium Carbide as an Acetylene Source

A simple method is described for the synthesis of 1-arylprop-1-ynes directly from aromatic aldehyde p -tosylhydrazones by using calcium carbide as an acetylene source. The salient features of this protocol are its use of a readily available and easily handled source of acetylene, its operational simplicity, its high yield, and its broad substrate scope.

Controlled Single and Double Iodofluorination of Alkynes with DIH- and HF-Based Reagents

A novel protocol for the regio- and stereoselective iodofluorination of internal and terminal alkynes using 1,3-diiodo-5,5,-dimethylhydantoin and HF-based reagents is disclosed. This approach is used to prepare a fluorinated tamoxifen derivative in two steps from commercially available starting materials. A facile method enabling controlled regioselective double iodofluorination of terminal alkynes is also presented.

Synthesis of diarylenynes by olefination of 1-arylpropyne with arylaldehyde and their optical properties

A new synthetic protocol of 1-arylpropyne was developed by taking advantage of 1-(diphenylphosphoryl)propyne as propyne equivalent in Sonogashira coupling: consecutive subjection of phosphorylpropyne to t-BuOK and to aryl halides in the presence of Pd and Cu catalysts afforded the corresponding 1-arylpropynes. The following olefination of the 1-arylpropyne with aldehyde provided the corresponding diarylenyne. When the enynes thus obtained were irradiated with UV light, they showed strong emission in organic solvents and in the solid states. In solution, Ph2N-substituted enynes exhibited remarkable solvatofluorochromism, and Lippert–Mataga plot analysis demonstrated that they undergo the larger polarization in the excited states than in the ground states.

Engineering P450 Peroxygenase to Catalyze Highly Enantioselective Epoxidation of cis-β-Methylstyrenes

P450 119 peroxygenase and its site-directed mutants are discovered to catalyze the enantioselective epoxidation of methyl-substituted styrenes. Two new site-directed P450 119 mutants, namely T213Y and T213M, which were designed to improve the enantioselectivity and activity for the epoxidation of styrene and its methyl substituted derivatives, were studied. The T213M mutant is found to be the first engineered P450 peroxygenase that shows highly enantioselective epoxidation of cis-β-methylstyrenes, with up to 91 % ee. Molecular modeling studies provide insights into the different catalytic activity of the T213M mutant and the T213Y mutant in the epoxidation of cis-β-methylstyrene. The results of the calculations also contribute to a better understanding of the substrate specificity and configuration control for the regio- and stereoselective peroxygenation catalyzed by the T213M mutant.

SUBSTITUTED BIARYL COMPOUND

The present invention provides a substituted biaryl compound of general formula (I): wherein, R1, W, R2, and Z are as defined in the claims and the description, or a pharmacologically acceptable salt thereof. The compound according to the present invention has an excellent inhibition effect of pulmonary fibroblast proliferation, and is therefore useful as a therapeutic agent and/or a prophylactic agent for interstitial pneumonia and pulmonary fibrosis.

PHARMACEUTICAL COMPOSITION FOR TREATMENT AND/OR PREVENTION OF PULMONARY DISEASE

Provided is a pharmaceutical composition containing, as an active ingredient thereof, a substituted biaryl compound represented by general formula (I), wherein, R1, W, R2 and Z are as defined in the claims and description, or a pharmacologically acceptable salt thereof. The pharmaceutical composition of the present invention is useful as a therapeutic drug and/or prophylactic drug for chronic obstructive pulmonary disease due to having an excellent anti-inflammatory effect.

SUBSTITUTED BIARYL COMPOUND

The present invention provides a substituted biaryl compound of general formula (I): wherein, R 1 , W, R 2 , and Z are as defined in the claims and the description, or a pharmacologically acceptable salt thereof. The compound according to the present invention has an excellent inhibition effect of pulmonary fibroblast proliferation, and is therefore useful as a therapeutic agent and/or a prophylactic agent for interstitial pneumonia and pulmonary fibrosis.

Compounds and their use as BACE Inhibitors

The present invention relates to compounds of formula (I) and their pharmaceutical compositions. In addition, the present invention relates to therapeutic methods for the treatment and/or prevention of Aβ-related pathologies such as Down's syndrome, β-amyloid angiopathy such as but not limited to cerebral amyloid angiopathy or hereditary cerebral hemorrhage, disorders associated with cognitive impairment such as but not limited to MCI (“mild cognitive impairment”), Alzheimer's disease, memory loss, attention deficit symptoms associated with Alzheimer's disease, neurodegeneration associated with diseases such as Alzheimer's disease or dementia including dementia of mixed vascular and degenerative origin, pre-senile dementia, senile dementia and dementia associated with Parkinson's disease, progressive supranuclear palsy or cortical basal degeneration.

Palladium-Catalyzed Amidation of Enol Triflates: A New Synthesis of Enamides

(Matrix presented) The palladium-catalyzed coupling of a range of enol triflates with amides, carbamates, and sulfonamides has been developed. This offers a simple and widely applicable synthesis of enamides, which may not be readily available by other me