85676-80-8

Upstream product

• 36901-75-4 (2-bromobenzyl)triphenylphosphonium bromide 
• 123-11-5 4-methoxy-benzaldehyde 
• 637-69-4 4-Methoxystyrene 
• 583-55-1 1-Bromo-2-iodobenzene 
• 6630-33-7 ortho-bromobenzaldehyde 
• 63909-55-7 diethyl 2-bromobenzylphosphonate 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 1145-93-3 diethyl 4-methoxybenzylphosphonate 

Downstream Products

• 32183-78-1 2-(4-Methoxy-phenylethynyl)-benzylamine 
• 1322750-65-1 (R,E)-1-(tert-butylsulfinyl)-2-(4-methoxystyryl)benzene 
• 1608154-96-6 2,3-dihydro-4-(4-methoxyphenyl)-2-methyl-1H-2-benzazepine 
• 1220094-19-8 (E)-1-formyl-2-[2-(4-methoxyphenyl)ethenyl]benzene 
• 1310800-07-7 C₁₉H₂₂O₂S 
• 1370407-80-9 (R,E)-2-methoxy-1-(2-(4-methoxystyryl)phenylsulfinyl)naphthalene 

Relevant academic research and scientific papers

Chemoselective acid-catalyzed [4 + 2]-cycloaddition reactions of: Ortho -quinone methides and styrenes/stilbenes/cinnamates

ortho-Quinone methides (o-QMs) generated from the corresponding benzyl acetate precursors chemoselectively underwent the formal [4 + 2]-cycloadditions with the olefin of styrene, stilbene, or cinnamate derivatives by using different transition metal salts or Br?nsted acids. Such selectivity was obtained when these olefins either separately acted as the dienophiles or were simultaneously present on the same dienophiles. Complete selectivity was also achieved between the stilbene olefin and acetylene to furnish the key chroman intermediate for the subsequent ring-closing metathesis (RCM), affording the corresponding tetracyclic 5H-dihydronaphtho[1,2-c]chromene. This journal is

E, Z -Selectivity in the reductive cross-coupling of two benzaldehydes to stilbenes under substrate control

Unsymmetrical E- and Z-stilbenes can be synthesized from two differently substituted benzaldehydes in a MesP(TMS)Li-promoted reductive coupling sequence. Depending on the order of addition of the two coupling partners, the same olefin can be produced in either E- or Z-enriched form under identical reaction conditions. A systematic study of the correlation between the stereochemical outcome of the reaction and the substitution pattern at the two aldehydes is presented. The results can be used as guidelines to predict the product stereochemistry. This journal is

Catalytic Asymmetric Synthesis of Atropisomeric Quinolines through the Friedl?nder Reaction

A phosphoric acid catalyzed atroposelective Friedl?nder reaction was developed in which acetylacetone and a variety of 2′-substituted 2-Aminobenzophenones were successfully employed to give optically active biaryl quinolines in good yields and with high enantioselectivities.

Synthesis of divergent benzo[b]fluorenones through cycloaromatization reactions of 1,5-enynols and 1,5-diynols

A facile and efficient synthesis of divergent benzo[b]fluorenones is described through the use of dichlorobenzoquinone-promoted oxidative cycloaromatization reactions of acyclic 1,5-enynols and 1,5-diynols. The success of these cascade reactions depends on the chemoselectivity of the initial Meyer-Schuster rearrangement to produce allenol intermediate, which is followed by regioselective Schmittel cyclization and the subsequent Friedal-Crafts alkylation or radical attack at the terminal Ar moiety. Only an oxidant and a solvent were required in the reaction, thus delivering a small library of the expected polycarbocyclic products with excellent functional group tolerance under metal-free conditions. The absorption and photoluminescence properties of the selected benzo[b] fluorenones were also investigated. The results indicated that the compound (2h) which contained an electron-donating 4-OMe group at the phenyl moiety displayed deep green color emission (491 nm).

Hf(OTf)4-Catalyzed highly diastereoselective synthesis of 1,3-disubstituted tetralin derivatives via benzylic C(sp3)-H bond functionalization

We report a highly diastereoselective synthesis of 1,3-disubstituted tetralin derivatives via Lewis acid catalyzed benzylic C(sp3)-H bond functionalization. The employment of Hf(OTf)4 as an acid catalyst was crucial in the reaction,

Polycyclic Aromatic Hydrocarbons via Iron(III)-Catalyzed Carbonyl-Olefin Metathesis

Polycyclic aromatic hydrocarbons are important structural motifs in organic chemistry, pharmaceutical chemistry, and materials science. The development of a new synthetic strategy toward these compounds is described based on the design principle of iron(III)-catalyzed carbonyl-olefin metathesis reactions. This approach is characterized by its operational simplicity, high functional group compatibility, and regioselectivity while relying on FeCl3 as an environmentally benign, earth-abundant metal catalyst. Experimental evidence for oxetanes as reactive intermediates in the catalytic carbonyl-olefin ring-closing metathesis has been obtained.

A class of benzene backbone-based olefin-sulfoxide ligands for Rh-catalyzed enantioselective addition of arylboronic acids to enones

A class of readily available and easily tunable benzene backbone-based olefin-sulfoxide ligands was developed for the rhodium-catalyzed asymmetric conjugate addition reaction of arylboronic acids to enones with up to 97% yield and 97% ee.

Stereocontrolled synthesis of carbon-carbon double bond locked analogues of strobilurins which are characterized by a trans-1,2-disubstituted cyclopropane ring

The racemic forms of four new carbon-carbon double bond locked analogues of strobilurins, which are characterized by a trans-1,2-disubstituted cyclopropane ring, have been synthesized according to a strategy which involves palladium-catalyzed cross-coupli

A New Phenanthrene Synthesis

Substituted (Z)-2-chlorostilbenes give good yields of phenanthrenes on treatment with activated magnesium formed by the reduction of magnesium chloride with potassium in the presence of potassium iodide in boiling tetrahydrofuran.A homolytic substitution mechanism is proposed for this reaction.