778-29-0

Upstream product

• 627-27-0 homoalylic alcohol 
• 98-59-9 p-toluenesulfonyl chloride 
• 23418-85-1 3-butyn-1-yl p-toluenesulfonate 

Downstream Products

• 6068-89-9 but-3-enyl thiocyanate 
• 2919-23-5 cyclobutanol 
• 152860-22-5 4-butyl p-toluenesulfonate 
• 5162-44-7 1-bromo-4-butene 
• 7766-51-0 4-iodobut-1-ene 
• 79593-82-1 Toluene-4-sulfonic acid 6-cyano-hexyl ester 
• 52289-59-5 8-(4-Methoxy-2-methylphenyl)-1-octen-5-in 
• 114963-47-2 N-(3-butenyl)-N-[(S)-1-phenylethyl]amine 
• 115914-74-4 2-(oxiran-2-yl)ethyl 4-methylbenzenesulfonate 
• 104886-22-8 1-(but-3-enyloxy)-3-methoxybenzene 
• 195250-21-6 4-(but-3-en-1-yloxy)-1,2-dimethoxybenzene 
• 176540-50-4 1-(3-hydroxyphenoxy)-3-butene 
• 7116-86-1 5,5-dimethyl-hex-1-ene 
• 177944-16-0 (R)-N-(but-3-en-1-yl)-N-(α-methylbenzyl)amine 

Relevant academic research and scientific papers

Synthesis, characterization and application of organolanthanide complexes [CH2=CHCH2CH2C5 H4)2Ln-Cl·2THF (Ln = Sm, Y, Dy, Er) as methacrylate (MMA) polymerization catalysts

The title complexes (CH2=CHCH2CH2 C5H4)2Ln-C1·2THF (Ln = Sm, Y, Dy, Er) were synthesized as air and moisture sensitive free-flowing oils that have been fully characterized by MS, EA and IR.

Synthesis and characterization of light-fluorous NHC-ligands and their palladium complexes

Light-fluorous ponytails containing perfluoro-n-propyl, perfluoro-n-butyl and perfluoro-t-butoxy groups were used to synthesize light-fluorous α-olefins, branched dialkyl iodides, alkyl triflates, alkyl imidazoles, and dialkyl imidazolium salts. The latte

Synthesis of Low-Viscosity Ionic Liquids for Application in Dye-Sensitized Solar Cells

Two types of ionic liquids (ILs), 1-(3-hexenyl)-3-methyl imidazolium iodide and 1-(3-butenyl)-3-methyl imidazolium iodide, are synthesized by introducing an unsaturated bond into the side alkyl chain of the imidazolium cation. These new ionic liquids exhibit high thermal stability and low viscosity (104 cP and 80 cP, respectively). The molecular dynamics simulation shows that the double bond introduced in the alkane chain greatly changes the molecular system space arrangement and diminishes the packing efficiency, leading to low viscosity. The low viscosity of the synthesized ionic liquids would enhance the diffusion of redox couples. This enhancement is detected by fabricating dye-sensitized solar cells (DSSCs) with electrolytes containing the two ILs and I2. The highest efficiency of DSSCs is 6.85 % for 1-(3-hexenyl)-3-methyl imidazolium iodide and 5.93 % for 1-(3-butenyl)-3-methyl imidazolium iodide electrolyte, which is much higher than that of 5.17 % with the counterpart 1-hexyl-3-methyl imidazolium iodide electrolyte.

Exploring physicochemical space: Via a bioisostere of the trifluoromethyl and ethyl groups (BITE): Attenuating lipophilicity in fluorinated analogues of Gilenya for multiple sclerosis

The direct, catalytic vicinal difluorination of terminal alkenes via an I(i)/I(iii) manifold was exploited to install a chiral, hybrid bioisostere of the CF3 and Et groups (BITE) in Gilenya; the first orally available drug for the clinical management of Multiple Sclerosis (MS). This subtle fluorination pattern allows lipophilicity (logD) to be tempered compared to the corresponding CF3 and Et derivatives (CH2CH3 > CH2CF3 > CHFCH2F).

Acid-Catalyzed O-Glycosylation with Stable Thioglycoside Donors

Two classes of thioglycoside, 4-(4-methoxyphenyl)-3-butenylthioglycosides (MBTGs) and 4-(4-methoxyphenyl)-4-pentenylthioglycosides (MPTGs), undergo acid-catalyzed O-glycosylations with a range of sugar and nonsugar alcohols at 25 °C. Electron density at t

Real-Time Biological Annotation of Synthetic Compounds

Organic chemists are able to synthesize molecules in greater number and chemical complexity than ever before. Yet, a majority of these compounds go untested in biological systems, and those that do are often tested long after the chemist can incorporate t

Tert-Butyl Nitrite: Organic Redox Cocatalyst for Aerobic Aldehyde-Selective Wacker-Tsuji Oxidation

An aldehyde-selective aerobic Wacker-Tsuji oxidation is developed. Using tert-butyl nitrite as a simple organic redox cocatalyst instead of copper or silver salts, a variety of aldehydes were achieved as major products in up to 30/1 regioselectivity as well as good to high yields at room temperature.

Catalytic Difluorination of Olefins

Molecular editing with fluorine is a validated strategy for modulating the structure and function of organic systems. In the current arsenal of catalytic dihalogenation technologies, the direct generation of the vicinal difluoride moiety from simple olefins without a prefunctionalization step remains conspicuously absent. Herein we report a catalytic, vicinal difluorination of olefins displaying broad functional group tolerance, using inexpensive p-iodotoluene as the catalyst. Preliminary efforts toward the development of an enantioselective variant are also disclosed.

Heterogeneous Gold-Catalyzed Selective Semireduction of Alkynes using Formic Acid as Hydrogen Source

A convenient and robust protocol for the selective transfer semireduction of alkynes was developed, using bio-renewable formic acid as the hydrogen source and easily handled supported gold nanoparticles as the catalyst. The catalytic system showed several attractive features such as high activity and selectivity, recyclability, scalability and adaptability to continuous operation under mild reaction conditions, thus providing a practical alternative to current methods for alkyne semireduction.

Reversible C-C bond activation enables stereocontrol in Rh-catalyzed carbonylative cycloadditions of aminocyclopropanes

Upon exposure to neutral or cationic Rh(I)-catalyst systems, amino-substituted cyclopropanes undergo carbonylative cycloaddition with tethered alkenes to provide stereochemically complex N-heterocyclic scaffolds. These processes rely upon the generation and trapping of rhodacyclopentanone intermediates, which arise by regioselective, Cbz-directed insertion of Rh and CO into one of the two proximal aminocyclopropane C-C bonds. For cyclizations using cationic Rh(I)-systems, synthetic and mechanistic studies indicate that rhodacyclopentanone formation is reversible and that the alkene insertion step determines product diastereoselectivity. This regime facilitates high levels of stereocontrol with respect to substituents on the alkene tether. The option of generating rhodacyclopentanones dynamically provides a new facet to a growing area of catalysis and may find use as a (stereo)control strategy in other processes.