346446-95-5

Upstream product

• 32017-76-8 (+/-)-2-(4-bromophenyl)oxirane 
• 106-95-6 allyl bromide 
• 5162-44-7 1-bromo-4-butene 
• 1122-91-4 4-bromo-benzaldehyde 
• 7103-09-5 4-but-1-enylmagnesium bromide 

Downstream Products

• 76173-08-5 1-(4-bromo-phenyl)-pent-4-en-1-one 
• 509083-42-5 1-(4-bromophenyl)pentane-1,5-diol 
• 887946-52-3 1-[1-(4-bromo-phenyl)-pent-4-enyloxy]-2,2,6,6-tetramethyl-piperidine 
• 887946-71-6 1-bromo-4-(1-bromo-pent-4-enyl)-benzene 

Relevant academic research and scientific papers

Copper(I)-catalyzed diastereoselective borylative exo-cyclization of alkenyl aryl ketones

Copper(I)-catalyzed diastereoselective borylative exo-cyclization of alkenyl ketones with bis(pinacolato)diboron is reported. The reaction of alkenyl aryl ketones under a CuCl/Xantphos catalyst system provides four- or five-membered-ring syn-2-(borylmethy

Organocatalytic synthesis of polysubstituted tetrahydrofurans from alkenes

A novel, organocatalytic and environmentally friendly protocol for the synthesis of polysubstituted tetrahydrofurans from trivial starting materials has been described. By employing 2,2,2-trifluoroacetophenone-mediated oxidation, which utilizes H2O2 as a green oxidant, we introduce a sustainable procedure that embraces the principles of green chemistry for the production of substituted tetrahydrofurans in high to excellent yields and tolerates a wide range of substitution patterns.

Discovery of biphenylketones as dual modulators of inflammation and bone loss

Biphenylketones were identified as novel inhibitors of NFκB activation. Structure-activity studies led to the identification of compound 4c, which had good potency against osteoclasts (IC50 = 0.8 μM), showed oral activity, and was able to compl

2,5-Disubstituted tetrahydrofurans as selective serotonin re-uptake inhibitors

Enhancement of 5-hydroxytryptamine (5-HT, serotonin) neurotransmission is a viable means of treating depression. On the basis of this observation, agents that inhibit re-uptake of 5-HT were prepared based on (-)-cocaine and aryltropanes as lead compounds

A facile method for synthesis of 5-hydroxypentene via sonochemical barbier reaction

A series of 5-hydroxypentenes was synthesized from the reaction mixture of Mg powder, 1,2-dibromoethane, 4-bromobutene and aldehydes in THF under ultrasound. This sonochemical Barbier reaction provides a simple and alternative method for preparation of 5-hydroxypentene instead of the allylating reagent with epoxide.

Dimerization and isomerization reactions of α-lithiated terminal aziridines

(Chemical Equation Presented) The scope of dimerization and isomerization reactions of α-lithiated terminal aziridines is detailed. Regio-and stereoselective deprotonation of simple terminal aziridines with lithium 2,2,6,6-tetramethylpiperidide (LTMP) or lithium dicyclohexylamide (LiNCy 2) generates trans-α-lithiated terminal aziridines. These latter species can then undergo dimerization or isomerization reactions depending on the nature of the N-protecting group. α-Lithiated terminal aziridines bearing N-alkoxycarbonyl (Boc) protection undergo N- to C-[1,2] migration to give N-H trans-aziridinylesters. In contrast, aziridines bearing N-organosulfonyl [tert-butylsulfonyl (Bus)] protection undergo rapid dimerization to give 2-ene-1,4-diamines or, if a pendant alkene is present, diastereoselective cyclopropanation to give 2-aminobicyclo[3.1.0]hexanes. All of these reactions were used as key steps in the preparation of synthetically and biologically important targets.

Isonitrile trapping reactions under thermolysis of alkoxyamines for the synthesis of quinolines

An efficient tandem radical process comprising a thermal alkoxyamine homolysis, an isonitrile trapping reaction, a 5-exo-trig cyclization, and a homolytic aromatic substitution leads to substituted dihydroquinolines. Depending on the substituent R1, oxidation to dihydro-1H-cyclopenta- [b]quinolines (for R1 = aryl) or tautomerization to tetrahydro-1H-cyclopenta[b]quinolines (for R1 = CO2Me, CN) occurs. The heterocycles are obtained in moderate to good yields. Upon using microwave-induced heating, the reaction time can be shortened from 3 days to 30 min.

MODULATORS OF CENTRAL NERVOUS SYSTEM NEUROTRANSMITTERS

Disclosed are agents having pharmacological activity against cellular receptors and intracellular singaling, particularly receptors and sigaling pathways of central nervous system (CNS) neurotransmitters. Also disclosed are related methods and compositions for the treatment or prevention of diseases or disorders using the agents.

Indium-mediated regioselective allylation of terminal epoxides: A facile synthesis of bishomoallyl alcohols

Allyl indium, prepared from allyl bromide and indium metal in THF, reacts with terminal epoxides at room temperature to afford the corresponding bishomoallyl alcohols in excellent yields and with good regioselectivity.