57015-17-5

Upstream product

• 645-49-8 cis-stilben 
• 100-52-7 benzaldehyde 
• 13440-24-9 anti-1,2-dibromo-1,2-diphenylethane 
• 14447-41-7 (E)-1-bromo-1,2-diphenylethene 
• 15022-93-2 Z-α-bromostilbene 
• 591-50-4 iodobenzene 
• 1817-49-8 1,3-diphenyl-1-propyn-3-ol 

Downstream Products

• 261171-07-7 (E)-3-bromo-1,2,3-triphenyl-1-propene 
• 57015-16-4 (E)-1,2,3-triphenylprop-2-en-1-ol 

Relevant academic research and scientific papers

Regioselective Synthesis of α-Functional Stilbenes via Precise Control of Rapid cis- trans Isomerization in Flow

The rapid cis-trans isomerization of α-anionic stilbene was regioselectively controlled by using flow microreactors, and its reaction with various electrophiles was conducted. The reaction time was precisely controlled within milliseconds to seconds at -50 °C to selectively give the cis- or trans-isomer in high yields. This synthetic method in flow was well-applied to synthesize precursors of commercial drug compound, (E)- and (Z)-tamoxifen with high regioselectivity and productivity.

Development and application of a direct vinyl lithiation of cis-stilbene and a directed vinyl lithiation of an unsymmetrical cis-stilbene

Equation Presented The vinyl deprotonation of cis-stilbene can be readily achieved using s-BuLi in THF at -25°C. The generated 1-lithio-1,2- diphenylethene undergoes an in situ Z-to-E isomerization, and subsequent reaction with electrophiles results in an efficient stereoselective synthesis of trisubstituted alkenes. A directed vinyl lithiation of the unsymmetrical cis-stilbene 2-styryl-phenyl-carbamic acid tert-butyl ester can be achieved regioselectively, thereby expanding this methodology for further synthetic applications in indole chemistry.

THE PALLADIUM-CATALYZED REDUCTIVE ADDITION OF ARYL IODIDES TO CARBON-CARBON TRIPLE BONDS: A STRUCTURAL STUDY ON 1,2,3-TRIPHENYL-2-PROPEN-1-OL, THE PRODUCT OF syn-ADDITION

The crystal structure of 1,2,3-triphenyl-2-propen-1-ol, derived from the palladium-catalyzed reductive addition of phenyl iodide to 1,3-diphenyl-2-propyn-1-ol, has been determined using single-crystal X-ray diffractometric data (Cu-Kα): M = 286