1202166-97-9

Upstream product

• 109-99-9 tetrahydrofuran 
• 766-97-2 4-n-methylphenylacetylene 
• 1866-39-3 trans-p-methylcinnamic acid 
• 30166-88-2 (E)-2-(4-methylphenyl)ethenyl phenyl sulfone 
• 2227-58-9 3-(4-methylphenyl)prop-2-ynoic acid 
• 624-31-7 4-tolyl iodide 
• 101093-66-7 C₁₅H₁₄O₂S 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 1866-39-3 4-methylcinnamic acid 

Relevant academic research and scientific papers

Iron-catalyzed alkenylation of cyclic ethers via decarboxylative sp 3(C)-sp2(C) coupling

An efficient Fe(acac)3-catalyzed decarboxylative C(sp 2)-C(sp3) coupling reaction via oxidation of C-H bond adjacent to an oxygen atom has been developed successfully, in which cyclic ethers are selectively transformed into the corresponding alkenylation products with good chemical yields and excellent stereoselectivities. The mechanism was studied and the reaction was supposed to proceed through a radical oxidative coupling process.

Direct, Site-Selective and Redox-Neutral α-C?H Bond Functionalization of Tetrahydrofurans via Quantum Dots Photocatalysis

As one of the most ubiquitous bulk reagents available, the intrinsic chemical inertness of tetrahydrofuran (THF) makes direct and site-selective C(sp3)?H bond activation difficult, especially under redox neutral condition. Here, we demonstrate that semiconductor quantum dots (QDs) can activate α-C?H bond of THF via forming QDs/THF conjugates. Under visible light irradiation, the resultant alkoxyalkyl radical directly engages in radical cross-coupling with α-amino radical from amino C?H bonds or radical addition with alkene or phenylacetylene, respectively. In contrast to stoichiometric oxidant or hydrogen atom transfer reagents required in previous studies, the scalable benchtop approach can execute α-C?H bond activation of THF only by a QD photocatalyst under redox-neutral condition, thus providing a broad of value added chemicals starting from bulk THFs reagent.

Photoredox Oxo-C(sp3)-H Bond Functionalization via in Situ Cu(I)-Acetylide Catalysis

A unified strategy for the synthesis of 2-vinyl heterocycles is reported. With visible light irradiation, simple and cheap CuCl is able to functionalize a terminal alkyne, giving Cu(I)-acetylide in situ. Unlike the case of noble metals or organic dye photocatalysts, this critical Cu(I)-acetylide not only activates the C-H bond of terminal alkynes but also serves as a photocatalyst to achieve varieties of 2-vinyl heterocycles in good to excellent yields, even for large scale and late-stage functionalization of natural product.

Phenylglyoxylic Acid: An Efficient Initiator for the Photochemical Hydrogen Atom Transfer C?H Functionalization of Heterocycles

C?H functionalization at the α-position of heterocycles has become a rapidly growing area of research. Herein, a cheap and efficient photochemical method was developed for the C?H functionalization of heterocycles. Phenylglyoxylic acid (PhCOCOOH) could behave as an alternative to metal-based catalysts and organic dyes and provided a very general and wide array of photochemical C?H alkylation, alkenylation, and alkynylation, as well as C?N bond forming reaction methodologies. This novel, mild, and metal-free protocol was successfully employed in the functionalization of a wide range of C?H bonds, utilizing not only O- or N-heterocycles, but also the less studied S-heterocycles.

Method for catalyzing decarboxylation coupling reaction of cinnamic acid by alkaline zeolite molecular sieve

The invention belongs to the technical field of organic synthetic chemistry, and discloses a method for catalyzing the decarboxylation coupling reaction of cinnamic acid by an alkaline zeolite molecular sieve. According to the method, the cinnamic acid an

NiCl2-catalyzed radical cross decarboxylative coupling between arylpropiolic acids and cyclic ethers

A direct alkenylation of cyclic ethers via radical cross decarboxylative coupling process catalyzed by NiCl2 and using DTBP as radical initiator and oxidant was developed. A variety of arylpropiolic acids and cyclic ethers were transformed into the corresponding 2-arylvinyl cyclic ethers in moderate to excellent yields. Mechanistic experiments were conducted to determine the nature of the reaction intermediates, and a plausible reaction mechanism involving NiCl2-promoted radical process was proposed.

Peroxide-Free Co(OAc)2-Catalyzed Radical Addition of sp3 C-H Bonds to Alkynes

Cobalt-catalyzed radical addition of C-H bonds adjacent to an oxygen atom towards alkynes is described. The reaction proceeded at 60 °C without using additional radical initiators, and leads to 2-vinyl ether derivatives in good yields.

Donor–Acceptor Complex Enables Alkoxyl Radical Generation for Metal-Free C(sp3)–C(sp3) Cleavage and Allylation/Alkenylation

The alkoxyl radical is an essential and prevalent reactive intermediate for chemical and biological studies. Here we report the first donor–acceptor complex-enabled alkoxyl radical generation under metal-free reaction conditions induced by visible light. Hantzsch ester forms the key donor–acceptor complex with N-alkoxyl derivatives, which is elucidated by a series of spectrometry and mechanistic experiments. Selective C(sp3)-C(sp3) bond cleavage and allylation/alkenylation is demonstrated for the first time using this photocatalyst-free approach with linear primary, secondary, and tertiary alkoxyl radicals.

Radical C(sp3)-H alkenylation, alkynylation and allylation of ethers and amides enabled by photocatalysis

An efficient radical addition/elimination reaction that enables selective incorporation of alkenyl, alkynyl and allyl functional groups into the C(sp3)-H bond under green reaction conditions is developed. The process is based on the catalytic formation of α-alkoxyl/α-amidyl radicals via the homolytic activation of the C(sp3)-H bond of ethers/amides with a catalytic amount of diarylketone in the presence of a household fluorescent light bulb. This simple reaction protocol features good functional group tolerance, scalability, convenient reagents and operating systems. Synthetic application of the method has been demonstrated via the preparation of natural products and different valuable synthones.

Visible-Light-Mediated Oxidative Decarboxylative Coupling of Cinnamic Acid Derivatives with Tetrahydrofuran

A visible-light-mediated protocol for direct oxidative decarboxylative coupling of various cinnamic acid derivatives with tetrahydrofuran was developed, leading to simple preparations of a range of vinyltetrahydrofurans under operationally mild and conven