24182-36-3

Upstream product

• 33603-90-6 (2Z)-2-bromo-3-phenyl-2-propenal 
• 2065-66-9 methyl-triphenylphosphonium iodide 
• 7436-90-0 2,2-dibromostyrene 
• 7486-35-3 tri-n-butyl(vinyl)tin 
• 78389-90-9 vinyl zinc chloride 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 104-55-2 3-phenyl-propenal 
• 100-52-7 benzaldehyde 
• 40595-34-4 (E)-trimethyl(3-phenylallyl)silane 
• 97072-45-2 1-((E)-1-phenylbuta-1,3-dien-2-ylsulfonyl)benzene 

Downstream Products

• 67946-44-5 2-[1-Phenyl-meth-(Z)-ylidene]-but-3-enoic acid 
• 125101-18-0 5-Methyl-4-[1-phenyl-meth-(Z)-ylidene]-dihydro-furan-2,3-dione 
• 13633-26-6 4-phenylbut-1-en-3-yne 
• 24182-35-2 (E)-2-Bromo-1-phenyl-1,3-butadiene 
• 88307-34-0 (E)-2-methoxy-1-phenylbuta-1,3-diene 
• 88307-34-0 (Z)-2-Methoxy-1-phenyl-1,3-butadiene 
• 1146702-62-6 diethyl 2-(furan-2-ylmethyl)-2-(4-phenylbuta-2,3-dienyl)malonate 

Relevant academic research and scientific papers

Palladium-Catalyzed Asymmetric Tandem Denitrogenative Heck/Tsuji-Trost of Benzotriazoles with 1,3-Dienes

The asymmetric denitrogenative cycloaddition has emerged as a powerful tool to build chiral aza-heterocyles. However, only one example of asymmetric denitrogenative cycloaddition of benzotriazole with unsaturated hydrocarbons has been explored so far, bec

Stereodivergent synthesis of 2-alkynyl buta-1,3-dienes using Sonogashira coupling with controllable retention or inversion of olefin geometry

A stereodivergent approach to 2-alkynyl buta-1,3-dienes from a single stereoisomer of starting α-bromoenal has been developed. By simply switching the sequence of Sonogashira and Horner-Wadsworth-Emmons reactions, it is possible to obtain these branched d

Transition-metal-free synthesis of vicinal triborated compounds and selective functionalisation of the internal C-B bond

1,2,3-Triborated compounds can be prepared by simple nucleophilic borylation of 1,3-dienes, without the assistance of metal catalysts. Selective functionalisation of the internal C-B bond of the 1,2,3-triborated compounds, through cross-coupling with aryl

Highly-functionalized arene synthesis based on palladium on carbon-catalyzed aqueous dehydrogenation of cyclohexadienes and cyclohexenes

Transition metal-catalyzed dehydrogenation is a clean oxidation method requiring no additional oxidants. We have accomplished a heterogeneous Pd/C-catalyzed aqueous dehydrogenation of 1,4-cyclohexadienes and cyclohexenes to give the corresponding highly-functionalized arenes. Furthermore, various arenes could be efficiently constructed in a one-pot manner via a Diels-Alder reaction and the following dehydrogenation.

Photochemical generation and structure of vinyl radicals

Photolysis of a series of E or Z stereoisomeric α-R-substituted bromostyrenes (R = CH3, F or CN) in methanol yields E and/ or Z stereoisomeric styrenes, which stem from the corresponding vinyl radicals. The results show that the α-Me vinyl radical is a rapidly equilibrating, bent structure, while the α-F vinyl radical is a stable bent species, in agreement with earlier thermal results. The α-CN vinyl radical is assigned as a rapidly inverting bent and not a linear species from the stereochemical results as a function of temperature. Stereochemical data for the α-C(H)=O system in diethyl ether indicate a stable bent vinyl radical as product forming species. The conclusions are supported by quantum chemical computations. Wiley-VCH Verlag GmbH & Co. KGaA.

Preparation of multisubstituted allenes from allylsilanes

A three-step route of converting allylsilanes to functionalized allenes was developed. Thermal decomposition of 1,1-dibromo-2-(silylmethyl)cyclopropanes, which were quantitatively prepared by treatment of allylsilane derivatives with CHBr3/KOs

Stereoselective synthesis and reactivity of dienyl zirconocene derivatives

Stereoselective dienyl zirconocene derivatives have been prepared via a tandem allylic C-H bond activation isomerization-elimination reaction. These reagents can be either trapped directly with electrophiles or transmetalated to copper to participate in s

Stereoselective Preparation of Dienyl Zirconocene Complexes via a Tandem Allylic C-H Bond Activation-Elimination Sequence

Several dienyl zirconocene derivatives were easily prepared, as unique geometrical isomers, from simple non-conjugated unsaturated enol ethers with (1-butene)ZrCp2 complexes. This new methodology is based on a tandem allylic C-H bond activation-elimination sequence and the mechanism has been mapped out by deuterium labeling experiments. The stereochemical outcome of this process was determined by addition of several electrophiles. Moreover, when the organometallic derivative is vinylic as well as allylic such as in 44-47Zr, an unexpected reversal of the stereochemistry has been found during the zirconium to copper transmetalation step.

New approach to the stereoselective synthesis of metalated dienes via an isomerization-elimination sequence

Treatment of Cp2ZrBu2 with enol ether containing a remote double bond lead to conjugated metalated diene as single isomer via a tandem isomerization-elimination sequence. 2-Arylsulfonyl 1,3-dienes can also be used as a source of dienyl zirconocene derivatives, and the stereochemistry of the diene is dependent on the transmetalation reaction. Copyright