31776-14-4

Upstream product

• 19061-36-0 6,7-dimethyl-1,4-dihydro-1,4-epoxidonaphthalene 
• 91-66-7 N,N-diethylaniline 
• 861091-32-9 2,3-dimethyl-5,6,7,8-tetrahydro-naphthalene-1-sulfonic acid 
• 7732-18-5 water 
• 19061-36-0 6,7-dimethyl-1,4-dihydro-1,4-epoxynaphthalene 
• 100-61-8 N-methylaniline 
• 110-00-9 furan 
• 24932-48-7 1,2-dibromo-4,5-dimethylbenzene 
• 19550-57-3 6,7-dimethyl-1-tetralone 

Relevant academic research and scientific papers

Asymmetric Transfer Hydrogenation of Heterobicyclic Alkenes with Water as Hydrogen Source

The asymmetric transfer hydrogenation of heterobicyclic alkenes was accomplished by using water as the sole hydrogen source. The transformation was co-catalyzed by Pd(OAc)2/Zn(OTf)2 dual catalyst with metallic zinc as reducing agent.

Dearomative Cascade Photocatalysis: Divergent Synthesis through Catalyst Selective Energy Transfer

The discovery and application of dearomative cascade photocatalysis as a strategy in complex molecule synthesis is described. Visible-light-absorbing photosensitizers were used to (sequentially) activate a 1-naphthol derived arene precursor to divergently form two different polycyclic molecular scaffolds through catalyst selective energy transfer.

Water-promoted synthesis of fused bicyclic triazolines and naphthols from oxa(aza)bicyclic alkenes and transformation: Via a novel ring-opening/rearrangement reaction

An efficient three-component domino reaction among oxa(aza)bicyclic alkenes, sodium azide, and primary haloalkanes is reported, which offers a mild access to 1,2,3-triazolines in an aqueous medium with excellent diastereoselectivities and yields. Further studies show that, water-promoted isomerization of oxa(aza)bicyclic alkenes can afford 1-naphthol derivatives in good yields. Water not only promotes the reaction, but also provides a recyclable and sustainable approach to the desired product. In addition, a novel metal-free cascade ring-opening/rearrangement reaction of the obtained bicyclic triazolines to form multifunctionalized indenes has been discovered.

Iridium-catalyzed highly enantioselective ring opening reaction of oxabenzonorbornadienes with amines

The complex of [Ir(COD)Cl]2 and (R)-xylyl-phanephos was used as an effective catalyst for the asymmetric ring opening reaction of oxabenzonorbornadienes with various amines. Under the optimized reaction conditions, high enantioselectivities with moderate to good yields could be obtained from a wild scope of oxabenzonorbornadienes and amines.

Iridium-catalyzed asymmetric ring-opening of oxabicyclic alkenes with carboxylic acids

A novel iridium-catalyzed asymmetric ringopening of oxabicyclic alkenes with a variety of carboxylic acids was reported, which afforded the corresponding trans-carboxylic acids 1-hydroxy-1,2-dihydro-naphthalen-2-yl ester products in good yields with moderate enantioselectivities under mild conditions. The trans products are formed via the enantioselective cleavage of a bridgehead carbon-oxygen bond in 1 followed by SN2' nucleophilic attack by carboxylic acids. The effects of various bisphosphine ligands, Ag(I) salts, ammonium halides, bases, and solvents on the yields and enantioselectivities of the reaction were also investigated. The theoretical analysis of stability and hydrogen bond for 1-hydroxy-1,2-dihydronaphthalen-2-yl 4-chlorobenzoate 2a were performed using the density functional theory B3LYP methods. The trans-configuration of the product 2a was confirmed by X-ray diffraction analysis. A possible mechanism for the present catalytic reaction was proposed. Springer Science+Business Media New York 2013.

Cu(OTf)2-catalyzed isomerization of 7-oxabicyclic alkenes: A practical route to the synthesis of 1-naphthol derivatives

Lewis acid catalyzed isomerization of 7-oxabicyclic alkenes into 1-naphthol derivatives in high yields (87-98%) under mild reaction conditions has been developed. The mechanism of this reaction is briefly postulated. Georg Thieme Verlag Stuttgart.