218902-81-9

Upstream product

• 184370-64-7 (4-bromobut-3-yn-1-yl)benzene 
• 218902-80-8 (4,4-diiodoobut-3-enyl)benzene 
• 104-53-0 3-phenyl-propionaldehyde 
• 75-77-4 chloro-trimethyl-silane 
• 75-47-8 iodoform 
• 3020-28-8 (iodomethyl)triphenylphosphonium iodide 
• 861344-74-3 (4-iodo-3-butyn-1-yl)benzene 
• 16520-62-0 4-Phenyl-1-butyne 
• 119405-97-9 4-phenyl-1,1-dibromo-1-butene 
• 82192-72-1 triisopropyl(4-phenylbut-1-yn-1-yl)silane 

Downstream Products

• 569340-56-3 N-[(Z)-4-phenyl-but-1-en-1-yl]benzamide 
• 16520-62-0 4-Phenyl-1-butyne 
• 1021541-77-4 2-((E)-1-(trimethylsilyl)-5-phenylpent-1-en-3-yl)malononitrile 
• 1021541-67-2 diethyl 2-((E)-1-(trimethylsilyl)-5-phenylpent-1-en-3-yl)malonate 
• 56693-01-7 (Z)-1,2,3,4,5-pentafluoro-6-(4-phenylbut-1-en-1-yl)benzene 
• 1367707-50-3 (Z)-2-(4-phenylbut-1-en-1-yl)benzoxazole 
• 1367707-51-4 (Z)-5-methyl-2-(4-phenylbut-1-en-1-yl)benzoxazole 
• 159087-53-3 (Z)-4,4,5,5-tetramethyl-2-(4-phenylbut-1-en-1-yl)-1,3,2-dioxaborolane 

Relevant academic research and scientific papers

Room-temperature Stille cross-couplings of alkenyltin reagents and functionalized alkyl bromides that possess β hydrogens

This communication describes a significant expansion in the scope of Stille reactions of Csp3 -X electrophiles, specifically, that Pd/P(t-Bu)2Me catalyzes the room-temperature cross-coupling of a variety of functionalized, β-hydrogen-containing alkyl bromides with an array of alkenyltin reagents. The structure of the phosphine (P(t-Bu)2Me) is well suited for facilitating oxidative addition and avoiding β-hydride elimination, while the fluoride serves to activate the tin reagent for efficient transmetalation. Copyright

Catalytic Enantioselective Synthesis of Allylic Boronates Bearing a Trisubstituted Alkenyl Fluoride and Related Derivatives

The first catalytic method for diastereo- and enantioselective synthesis of allylic boronates bearing a Z-trisubstituted alkenyl fluoride is disclosed. Boryl substitution is performed with either a Z- or E-allyldifluoride and is catalyzed by bisphosphine/

Palladium-catalyzed direct functionalization of benzoxazoles with alkenyl iodides

A straightforward procedure for the palladium-catalyzed direct functionalization of benzoxazoles with alkenyl iodides is described. The reactions employ a Pd(II)-precatalyst and use 'on water' conditions to achieve the ready union of a range of di- and tr

Iododesilylation of TIPS-, TBDPS-, and TBS-substituted alkenes in connection with the synthesis of amphidinolides B/D

The C-Si bonds of triisopropylsilyl-substituted alkenes, 1,3-dienes, and related multifunctional substrates, as well as analogous C-TBDPS and C-TBS bonds, are readily and chemoselectively cleaved with NIS (or other sources of I+, such as N-iodo

Catalytic enantioselective conjugate allylation of unsaturated methylidene ketones

The use of unsaturated methylidene ketones in catalytic conjugate allylations allows a significant expansion in substrate scope and, with appropriate chiral ligands, occurs in a highly enantioselective fashion.(Figure Presented)

Synthesis and properties of seleno-analog MK-organic dye for photovoltaic cells prepared by CH functionalization reactions of selenophene derivatives

C-H arylation and homocoupling reactions of 2-formylselenophene were carried out with a palladium catalyst. By using these coupling reactions a seleno-analog of MK dye MK-49, which is an organic dye molecule of a dye-sensitized solar cell (DSSC), was synt

Terminal alkynes from aldehydes via dehydrohalogenation of (Z)-1-iodo-1-alkenes with TBAF

Terminal alkynes were prepared in near quantitative yields via dehydrohalogenation of (Z)-1-iodo-1-alkenes with tetrabutylammonium fluoride (TBAF) under mild conditions. The methodology was expanded to include a one-pot, direct synthesis of terminal alkynes from aldehydes without the necessity of isolating and purifying the intermediate iodoalkene.

Palladium-catalyzed carbene insertion and trapping with carbon nucleophiles

Palladium catalysts are shown to catalyze the three-component coupling of vinyl halides, trimethylsilyldiazomethane. and stabilized carbon nucleophiles. The reaction is believed to proceed through a palladium-carbene intermediate LX(R)Pd=CHSiMe3 that undergoes migration of the vinyl substituent to the electrophilic carbene center to generate an ν3-allylpalladium intermediate. The allylpalladium intermediate is attacked by the carbon nucleophile to generate a vinylsilane product.

Palladium-catalyzed carbene insertion into vinyl halides and trapping with amines

Palladium is shown to catalyze the three-component coupling of vinyl halides, trimethytsilyldiazomethane, and amines to generate allylamines. The mechanism is believed to Involve formation of an R-Pd=CHSiMe3 intermediate that undergoes migratio

A practical transformation of aldehydes into (E)-iodoalkenes with geminal dichromium reagents

A catalytic cycle of a chromium salt in a stereoselective transformation of aldehydes to (E)-l-iodoalkenes using a geminal dichromium reagent, is assembled with zinc, Me3SiCl, and NaI in dioxane.