359887-53-9

Upstream product

• 64252-53-5 4-methylacetophenone hydrazone 
• 4186-14-5 1-(2-(trimethylsilyl)ethynyl)toluene 
• 766-97-2 4-n-methylphenylacetylene 

Downstream Products

• 1133035-30-9 4-methyl-1-(1-p-tolylvinyl)-4-vinylazetidin-2-one 
• 1190931-47-5 1-methoxy-3-[1-(4-methylphenyl)vinyl]benzene 
• 13392-76-2 1-methoxy-4-[1-(4-methylphenyl)vinyl]benzene 
• 1190931-48-6 1-ethoxy-4-[1-(4-methylphenyl)vinyl]benzene 
• 948-55-0 1-phenyl-1-p-tolyl-ethylene 
• 117376-83-7 2-(4-methylphenyl)-2-methyl-2,3-dihydroquinazolin-4(1H)-one 
• 6942-61-6 ethyl 4-oxo-4-(p-tolyl)butanoate 
• 1334314-83-8 2-(1-p-tolylvinyl)benzofuran 
• 22252-14-8 (E)-3-(4-methylphenyl)-1-phenyl-2-propen-1-one 

Relevant academic research and scientific papers

Synthesis of Unsymmetrical 1,4-Dicarbonyl Compounds by Photocatalytic Oxidative Radical Additions

Herein we report a photocatalytic oxidative radical addition reaction for the synthesis of unsymmetrical 1,4-dicarbonyl compounds. This reaction utilizes a desulfurization process to generate electrophilic radicals, which add to α-halogenated alkenes and undergo further oxidation to deliver 1,4-dicarbonyl compounds. This mild and highly efficient method provides a valuable alternative to known strategies.

Ready access to organoiodides: Practical hydroiodination and double-iodination of carbon-carbon unsaturated bonds with I2

By using I2 or I2/H3PO3 system, various alkenes and alkynes were converted to the corresponding alkyl and alkenyl iodides in good yields. In the presence of I2, alkynes could be di-iodinated using H2O as the solvent in air at room temperature. This method also features the simple work-up procedure since the pure product could be obtained by extraction. Additionally, for the first time, combining with the non-toxic and cheap phosphonic acid H3PO3, alkenes and alkynes were also hydroiodinated successfully, which provides a simple and practical approach for synthesis of organoiodides.

Metal-Free Transfer Hydroiodination of C-C Multiple Bonds

The design and a gram-scale synthesis of a bench-stable cyclohexa-1,4-diene-based surrogate of gaseous hydrogen iodide are described. By initiation with a moderately strong Br?nsted acid, hydrogen iodide is transferred from the surrogate onto C-C multiple bonds such as alkynes and allenes without the involvement of free hydrogen iodide. The surrogate fragments into toluene and ethylene, easy-to-remove volatile waste. This hydroiodination reaction avoids precarious handling of hydrogen iodide or hydroiodic acid. By this, a broad range of previously unknown or difficult-to-prepare vinyl iodides can be accessed in stereocontrolled fashion.

Copper-catalyzed tandem reaction directed toward synthesis of 2,2-disubstituted quinazolinones from vinyl halides and 2-aminobenzamides

A copper-catalyzed tandem reaction with vinyl halides and 2-aminobenzamides has been developed. In this synthetic route, cross-coupling reaction of the amide moiety with vinyl halides initially progresses, followed by hydroamination, to provide 2,2-disubstituted quinazolinone derivatives. Moreover, the tandem reaction is used in a one-pot synthesis beginning with alkyne hydroiodination by PPh3, I2, and H2O.

A convenient hydroiodination of alkynes using I2/PPh3/H2O and its application to the one-pot synthesis of trisubstituted alkenes via iodoalkenes using Pd-catalyzed cross-coupling reactions

A facile hydroiodination of alkynes using readily-available reagents such as I2, PPh3, and H2O has been developed. This is extended to the one-pot synthesis of trisubstituted alkenes from alkynes via iodoalkenes using Pd-c

Highly regioselective hydroiodination of terminal alkynes and silylalkynes with iodine and phosphorus reagents leading to internal iodoalkenes

Markovnikov-type hydroiodination of terminal alkynes with iodine and Ph2P(O)H took place selectively to afford the corresponding internal iodoalkenes in good yields. Combination of (PhO)2P(O)H and Ph 2P(O)OH instead of Ph2P(O)H also provided internal iodoalkenes in excellent yields. This hydroiodination is advantageous in terms of mild conditions, convenient operation, and tolerance to various functional groups. In addition, direct synthesis of internal iodoalkenes from silylalkynes was also achieved by using a mixed system of iodine and phosphorus reagents.

One-step synthesis of (1-iodovinyl) arenes from trimethylsilyl ethynylarene through iodotrimethylsilane-mediated hydroiodation

One-step access to (1-iodovinyl) arenes from trimethylsilyl ethynylarenes is described. The method is superior to a conventional multi-step approach, and is enhanced by the Sonogashira reaction that provides ready access to a variety of trimethylsilyl ethynylarenes.

Synthesis of aminocyclobutanes through ring expansion of N-vinyl-β-lactams

Both eight-membered enamide rings and fused [4.2.0]aminocyclobutane- containing δ-lactams can be accessed from N-vinyl-β-lactams. The eight-membered rings are made through a [3,3] sigmatropic rearrangement. At elevated temperature, the eight-membered lact