13280-69-8

Upstream product

• 1025-21-4 5,5-diphenyl-2-pentanone 
• 93328-36-0 1-bromomethyl-4-phenylnaphthalene 
• 95937-51-2 1-Methyl-4-phenyl-1,2,3,4-tetrahydro-naphthalin-dicarbonsaeure-(2,3) 
• 120413-74-3 1-Methyl-4-phenyl-1,4-dihydro-naphthalene-1,4-diol 
• 55004-95-0 5,5-diphenyl-4-penten-2-one 
• 102860-77-5 1-(2-methyl-5,5-diphenyl-4,5-dihydrofuran-3-yl)ethan-1-one 
• 34713-70-7 2-Phenylpropanal 
• 536-74-3 phenylacetylene 
• 2051-90-3 Dichlorodiphenylmethane 
• 605-02-7 1-phenylnaphthalene 
• 59951-65-4 1-bromo-4-phenylnaphthalene 
• 93321-17-6 1-hydroxymethyl-4-phenylnaphthalene 
• 6627-78-7 1-bromo-4-methylnaphthalene 
• 98-80-6 phenylboronic acid 

Relevant academic research and scientific papers

A single-step procedure for the preparation of palladium nanoparticles and a phosphine-functionalized support as catalyst for Suzuki cross-coupling reactions

We here report the preparation of supported palladium nanoparticles (NPs) stabilized by pendant phosphine groups by reacting a palladium complex containing the ligand 2-(diphenylphosphino)benzaldehyde with an amino-functionalized silica surface. The Pd na

Ring-Opening/Expansion Rearrangement of Cycloprop[2,3]inden-1-ols Catalyzed by p-Toluenesulfonic Acid

A divergent approach to generate either 1-hydroxymethylindenes (which could then be converted to benzofulvenes through a dehydration reaction) or naphthalenes by the rearrangement of cycloprop[2,3]inden-1-ols is reported. The effect of the cyclopropyl ring substitution pattern on ring-opening/expansion rearrangements of the substrates was systemically studied. (Figure presented.) .

Synthesis of naphthalenes using acid-catalyzed ring-opening and recyclization of 3-acetyl-5,5-diaryl-2-methyl-4,5-dihydrofurans. Isolation of intermediates

3-Acetyl-5,5-diaryl-2-methyl-4,5-dihydrofurans were heated in concentrated hydrochloric acid to give the 4-aryl-1-methylnaphthalenes in high yields. The same reaction was carried out in hydrochloric acid diluted with acetonitrile to give the 5,5-diaryl-4-

HNTf2-catalyzed regioselective preparation of polysubstituted naphthalene derivatives through alkyne-aldehyde coupling

We report herein the preparation of polysubstituted naphthalene derivatives by the original Br?nsted-acid-catalyzed benzannulation reaction of phenylacetaldehydes with alkynes. This reaction, which was usually performed with Lewis acids under thermal activation, is efficiently promoted by 15 mol % of triflimide (HNTf2) at room temperature under metal-free and mild reaction conditions and leads with a perfect regioselectivity to a wide variety of diversely functionalized naphthalenes in 41-78% yield. A catalytic cycle is proposed together with some further applications of this catalytic system in the related benzannulation transformations of epoxide and acetal derivatives.

Formation of carbocycles via a 1,4-Rh shift triggered by a rhodium-catalyzed addition of terminal alkynes to 3,3-diarylcyclopropenes

The catalytic addition of terminal alkynes to 3,3-diarylcyclopropenes in the presence of a Rh(I)/binap complex proceeded to give the cycloaddition products in good yields, where a 1,4-Rh shift is involved as a key step.

Monosubstituted, Anionic Imidazolyl Ligands from N?H NHC Precursors and Their Activity in Pd-Catalyzed Cross-Coupling Reactions

We report that treatment of several 2-diphenylphosphinoimidazoles with Pd(II) salts generates monosubstituted N?H NHC?Pd complexes via insertion into the C?P bond. Removal of the N?H proton in situ leads to anionic (X-type) or imidazolyl-Pd complexes that are highly stable and catalytically active, achieving up to 340,000 turnovers at 1 ppm catalyst loading in Suzuki-Miyaura reactions. DFT-calculated Tolman electronic parameters for the sterically small ligands suggest that these ligands are significantly more donating than traditional NHCs, which provides a rationale for rapid cross-coupling catalysis. Excellent reactivity is also demonstrated in Sonogashira reactions. (Figure presented.).

NHC-Nickel Catalyzed C-N Bond Cleavage of Mono-protected Anilines for C-C Cross-Coupling

A Ni-catalyzed aryl C-N bond cleavage of mono-protected anilines, N-arylsulfonamides, has been developed. A new N-heterocyclic carbene derived from benzoimidazole shows high reactivity for the C-N cleavage/C-C cross-coupling reaction. The ortho-directing group is not required to break the C-N bond of sulfonyl-protected anilines, which are not limited to π-extended anilines. The mechanistic studies have revealed that a sulfamidomagnesium salt is the key coupling intermediate.

Ruthenium-Catalyzed Cycloisomerization of 2-Alkynylstyrenes via 1,2-Carbon Migration That Leads to Substituted Naphthalenes

A ruthenium-catalyzed carbocyclization of 2-alkynylstyrenes that involves a very rare 1,2-carbon migration of internal alkynes is reported. Various 1,2-di -and 1,4,7-trisubstituted naphthalenes are synthesized. Mechanistic studies revealed that this reaction proceeds via a disubstituted vinylidene complex as the key intermediate by 1,2-carbon migration of the 2-alkynylstyrenes.

"nok": A phytosterol-based amphiphile enabling transition-metal-catalyzed couplings in water at room temperature

The third-generation designer amphiphile/surfactant, "Nok" (i.e., SPGS-550-M; β-sitosterol methoxypolyethyleneglycol succinate), soon to be commercially available from Aldrich, can be prepared in two steps using an abundant plant feedstock and β-sitosterol, together with succinic anhydride and PEG-550-M. Upon dissolution in water, it forms nanomicelles that serve as nanoreactors, which can be characterized by both cryo-TEM and dynamic light scattering analyses. Several transition-metal-catalyzed reactions have been run under micellar conditions to evaluate this surfactant relative to results obtained in nanoparticles composed of TPGS-750-M (i.e., a second-generation surfactant). It is shown that Nok usually affords yields that are, in general, as good or better than those typically obtained with TPGS-750-M, and yet is far less costly.

Aryl-substituted cyclopropyl acetylenes as sensitive mechanistic probes in the gold-catalyzed hydration of alkynes. comparison to the Ag(I)-, Hg(II)-, and Fe(III)-catalyzed processes

The gold-catalyzed hydration of 2-phenyl- or 2,2-diphenylcyclopropyl acetylene, sensitive probes to trace the formation of vinyl carbocations, provides exclusively the corresponding cyclopropyl methyl ketones. On the other hand, in the Ag(I)- or Fe(III)-c