1199-90-2

Usage

InChI:InChI=1/C11H14O/c1-3-4-6-10-7-5-8-11(9-10)12-2/h3,5,7-9H,1,4,6H2,2H3

Upstream product

• 106-95-6 allyl bromide 
• 51755-56-7 (3-methoxybenzyl)trimethylsilane 
• 762-72-1 allyl-trimethyl-silane 
• 824-98-6 m-methoxybenzyl chloride 
• 6971-51-3 3-methoxybenzyl alcohol 
• 1730-25-2 allylmagnesium bromide 
• 2622-05-1 allylmagnesium bromide 
• 874-98-6 1-bromomethyl-3-methoxybenzene 
• 10516-71-9 3-(3-Methoxy-phenyl)-propionic acid 
• 7252-82-6 3-(3-methoxyphenyl)propan-1-ol 
• 40138-66-7 3-(m-methoxyphenyl)propanal 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 2398-37-0 3-methoxyphenyl bromide 
• 7051-34-5 cyclopropylcarbinyl bromide 

Downstream Products

• 104174-43-8 4-(3-methoxyphenyl)butan-1-ol 
• 1202-38-6 4-(3-methoxyphenyl)-1-butene oxide 
• 1433961-23-9 1-phenyl-4-(3-anisyl)butan-1,2-dione 
• 211861-12-0 (E)-4-(3′-methoxyphenyl)-1-phenylbut-1-ene 
• 20766-31-8 4-(3-methoxyphenyl)but-3-en-2-one 
• 1526941-24-1 C₂₃H₂₄N₂O₅S₃ 
• 1266096-67-6 C₃₃H₃₅BrN₂O₅ 
• 1266100-24-6 C₃₅H₃₉BrN₂O₅ 
• 1266099-81-3 (2S,4S)-4-(4-bromobenzyloxy)-2-((3-(but-3-enyl)phenoxy)methyl)pyrrolidine 
• 155733-08-7 (E,Z)-1-methoxy-5-(3-methoxyphenyl)-1-pentene 
• 91152-86-2 4-(3'-methoxyphenyl)butyraldehyde 
• 52093-70-6 3-(But-3-enyl)phenol 
• 20294-36-4 1-Methyl-indan-5-ol 

Relevant academic research and scientific papers

Mechanical metal activation for Ni-catalyzed, Mn-mediated cross-electrophile coupling between aryl and alkyl bromides

Liquid-assisted grinding has been successfully applied to eliminate the requirements of chemical activators and anhydrous solvents in nickel-catalyzed, manganese-mediated cross-electrophile coupling between aryl and alkyl bromides. In addition to the traditional reaction parameters, mechanical ones,e.g.the rotational speed of mill, the filling degree of jar and ball size, have been found to affect the catalytic efficiency remarkably, implying the involvement of the regeneration of nickel(0) species in the rate-determining steps. A combined evaluation of the reaction and mechanical parameters led to an optimal condition under which a variety ofn-alky aromatics with various functional groups could be readily obtained in good yields with a 1 mol% catalyst loading. The practical application of liquid-assisted grinding-enabled aryl/alkyl cross-electrophile coupling has been demonstrated in the gram-scale synthesis of 6-methoxytetralone.

Access to Trisubstituted Fluoroalkenes by Ruthenium-Catalyzed Cross-Metathesis

Although the olefin metathesis reaction is a well-known and powerful strategy to get alkenes, this reaction remained highly challenging with fluororalkenes, especially the Cross-Metathesis (CM) process. Our thought was to find an easy accessible, convenient, reactive and post-functionalizable source of fluoroalkene, that we found as the methyl 2-fluoroacrylate. We reported herein the efficient ruthenium-catalyzed CM reaction of various terminal and internal alkenes with methyl 2-fluoroacrylate giving access, for the first time, to trisubstituted fluoroalkenes stereoselectively. Unprecedent TON for CM involving fluoroalkene, up to 175, have been obtained and the reaction proved to be tolerant and effective with a large range of olefin partners giving fair to high yields in metathesis products. (Figure presented.).

BISPHENOL COMPOUNDS

The present disclosure provides compounds of formula (I) or salts thereof, wherein R1- R10 and x are defined herein; compositions containing these compounds; methods of inhibiting, reducing, or ameliorating bacterial growth on a substrate using these compound; and products such as dental care products, soaps, antibacterial products, and plastics comprise one or more compounds described herein.

Wacker-type oxidation and dehydrogenation of terminal olefins using molecular oxygen as the sole oxidant without adding ligand

An efficient and economical palladium-catalyzed oxidation system has been identified. The oxidation system, characterized by not adding ligand and using molecular oxygen as the sole oxidant, can realize the Tsuji-Wacker oxidation of terminal olefins and especially styrenes to methyl ketones; in addition, this system can achieve tandem Wacker oxidation-dehydrogenation of terminal olefins to α,β-unsaturated ketones.

Catalytic enantioselective allylic amination of olefins for the synthesis of ent -sitagliptin

The presence of nitrogen atoms in most chiral pharmaceutical drugs has motivated the development of numerous strategies for the synthesis of enantiomerically enriched amines. Current methods are based on multistep transformations of functionalized allylic electrophiles to form chiral allylic amines. The enantioselective allylic amination of nonactivated olefins would represent a more direct and more attractive strategy. We report the enantio selective synthesis of ent-sitagliptin through an allylic amination of a nonactivated terminal olefin. Georg Thieme Verlag Stuttgart, New York.

Regioselective cross-coupling of allylindium reagents with activated benzylic bromides-a simple and efficient procedure for the synthesis of terminal alkenes

Allylindium reagents undergo facile and highly regioselective cross-coupling with benzylic and cinnamyl bromides in THF at room temperature without any catalyst producing terminal alkenes in high yields. The addition is highly regioselective and is found to provide γ-adducts in all reactions.

Picosecond radical kinetics. Rate constants for ring openings of 2-aryl-substituted cyclopropylcarbinyl radicals

The kinetics of ring openings of a series of eight (trans-2-arylcyclopropyl)methyl radicals (1) were studied by indirect kinetic methods using Barton's PTOC esters as radical precursors and reaction with PhSeH as the competition reaction. The substituents were CF3, F, Me, and OMe located on both the para and meta positions of the aromatic ring. Syntheses of the radical precursors and the products of the radical reactions are described. Kinetics were determined between -43 and 25°C in four cases (CF3 and OMe substituents) and at 0 and 25°C in the other four cases. The rate constants at 25°C ranged from 1.0 x 1011 s-1 (p-CH3) to 4.1 x 1011 s-1 (p-CF3). The relatively large acceleration of the p-CF3 group, ca. 2.5 times as fast as the parent system with Ar = Ph, correlates well with Adam's ΔD substituent parameters but not with other radical substituent parameters. These calibrated radical rearrangements provide a new set of ultrafast reactions that can be applied in mechanistic probe studies.

Cyclialkylation of arylalkyl epoxides with solid acid catalysts

Solid acids, such as zeolites and clays, catalyse the intramolecular hydroxyalkylation (cyclialkylation) of several arylalkyl epoxides in moderate to excellent conversions and selectivities. The use of solid acids in these cyclialkylations provides a cleaner, better alternative to conventional Lewis and Bronsted acids, enabling a more facile workup of reaction mixtures and, in several cases, better selectivities.

Intramolecular anodic olefin coupling reactions and the use of electron-rich aryl rings

The utility of intramolecular anodic olefin coupling reactions involving electron-rich aromatic rings for constructing fused, bicyclic ring skeletons has been examined. Reactions involving alkoxy-substituted phenyl rings were found to benefit strongly from a 3-methoxy substituent on the phenyl ring. Although overoxidation of the bicyclic product was observed in these reactions, this problem could be minimized with the use of controlled potential electrolysis conditions when a monomethoxy phenyl ring was used and avoided entirely with the use of a vinyl sulfide moiety as the initiator when a more electron-rich phenyl ring was used. Reactions involving 4-alkoxy-substituted phenyl rings as substrates did not lead to good yields of fused products. Furan rings were found to be excellent coupling partners for the reactions and afforded products having fused, bicyclic furan ring skeletons. Cyclizations involving furans were shown to be compatible with the formation of both six- and seven-membered rings, the generation of a quaternary carbon, and the use of a variety of electron-rich olefins as the other coupling partner. It appears that the furan can serve as either the initiating group or the terminating group for the cyclizations. Finally, the reactions were shown to be compatible with the use of a pyrrole ring as one of the participants.

Selective Cross Coupling via Oxovanadium(V)-Induced Oxidative Desilylation of Benzylic Silanes

Benzylic silanes bearing an electron-donating group at the ortho- or para-position underwent the oxovanadium(V)-induced one-electron oxidative desilylation due to low ionization potential, which was applied to the intermolecular regioselective coupling with allylic silanes or silyl enol ether.