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InChI:InChI=1/C14H14/c1-11(2)9-12-7-8-13-5-3-4-6-14(13)10-12/h3-8,10H,1,9H2,2H3

Upstream product

• 580-13-2 2-bromonaphthalene 
• 107035-97-2 2,5-dimethyl-3-(1-methylethyl)-5-hexen-3-ol 
• 90-13-1 1-Chloronaphthalene 
• 820-71-3 methallyl acetate 
• 3857-83-8 2-naphthyl triflate 
• 78331-65-4 2-methyl-2-(2'-methylprop-2'-enyl)propanedioate 
• 32316-92-0 naphthalene-2-boronic acid 
• 513-42-8 3-hydroxy-2-methyl-1-propene 
• 557-93-7 2-bromoprop-1-ene 
• 1592-38-7 2-Naphthalenemethanol 
• 1458-98-6 2-methyl-3-bromo-1-propene 
• 1356823-19-2 6-methyl-2-(naphthalen-2-yl)-1,3,6,2-dioxazaborocane-4,8-dione 

Relevant academic research and scientific papers

MIDA boronate allylation-synthesis of ibuprofen

MIDA boronates are among the most useful reagents for the Suzuki-Miyaura reaction. This chemistry typically generates new bonds between two aromatic rings, thereby restricting access to important areas of chemical space. Here we demonstrate the coupling of MIDA boronates to allylic electrophiles, including a new synthesis of the well-known COX inhibitor ibuprofen. This journal is

One-Shot Radical Cross Coupling Between Benzyl Alcohols and Alkenyl Halides Using Ni/Ti/Mn System

A “one-shot” cross coupling between benzyl alcohols and alkenyl halides has been established. A combination of low-valent Ti-mediated C?OH homolysis and the prominent chemistry of Ni-based radical catalysis afforded the desired cross-coupled product with good efficiency. The reaction proceeded regardless of the electronic property of benzyl alcohols, and Ar?B bond remained intact throughout the reaction. Alkenyl bromides with various substitution patterns were applicable to this reaction. Attempts for utilizing sterically demanding tri-substituted alkenes indicated that the steric hinderance mainly inhibited the radical-trapping by Ni species. This reaction can be a simple and efficient strategy for synthesizing densely substituted allylbenzene derivatives. (Figure presented.).

Nickel-Catalyzed Direct Coupling of Allylic Alcohols with Organoboron Reagents

The direct coupling of allylic alcohols with arylboronic acids or their derivatives catalyzed by Ni(cod)2 in the presence of a catalytic amount of base has been developed. A wide variety of allylic substrates or arylboronic acids turned out to be applicable to this catalytic system. The present method does not require the use of ligands for stabilizing the nickel catalyst in most cases or additional activators for activation of allylic alcohols.

Nickel-catalyzed arylative ring-opening of 3-methylenecycloalkane-1,1- dicarboxylates

An arylative ring-opening reaction of cyclic allylmalonates with arylzinc reagents under nickel catalysis has been developed. Upon the ring-opening sp3C-sp3C bond cleavage, the allylic moiety serves as an allylic electrophile to reac

Xantphos as an efficient ligand for palladium-catalyzed cross-coupling reactions of aryl bromides and triflates with allyl acetates and indium

(Chemical Equation Presented) Xantphos was found to be an efficient ligand for palladium-catalyzed allyl cross-coupling reactions of aryl bromides and triflates with allylindium reagents generated in situ from allyl acetates and indium. These reactions occur in high yield with good functional group tolerance.

Pd(OAc)2/P(cC6H11) 3-catalyzed allylation of aryl halides with homoallyl alcohols via retro-allylation

Allylations of aryl halides take place upon treatment of tertiary homoallyl alcohols with aryl halides in the presence of cesium carbonate and a palladium catalyst. The allylation reaction would consist of the following steps: (1) oxidative addition of ar

Microwave-assisted palladium-catalyzed allylation of aryl halides with homoallyl alcohols via retro-allylation

The palladium-catalyzed allylation of aryl halides with homoallyl alcohols via retro-allylation proceeds at 200-250 °C in a toluene-DMF mixed solvent using microwave heating. Even at such high temperatures, the regio- and stereospecificity of the allyl tr