868556-87-0

Upstream product

• 124-38-9 carbon dioxide 
• 536-74-3 phenylacetylene 
• 563-47-3 3-Chloro-2-methylpropene 
• 637-44-5 phenylpropyolic acid 
• 513-42-8 3-hydroxy-2-methyl-1-propene 

Downstream Products

• 23675-67-4 (4-methylpent-4-en-1-yn-1-yl)benzene 
• 1130965-13-7 1-benzoyl-5-methyl-3-oxabicyclo[3.1.0]hexan-2-one 
• 1186534-59-7 5-methyl-7-phenyl-3-oxa-bicyclo[3.2.0]hept-6-en-2-one 

Relevant academic research and scientific papers

Selective Alkynylallylation of the C?C σ Bond of Cyclopropenes

A Pd-catalyzed regio- and stereoselective alkynylallylation of a specific C?C σ bond in cyclopropenes, using allyl propiolates as both allylation and alkynylation reagents, has been achieved for the first time. By merging selective C(sp2)-C(sp3) bond scission with conjunctive cross-couplings, this decarboxylative reorganization reaction features fascinating atom and step economy and provides an efficient approach to highly functionalized dienynes from readily available substrates. Without further optimization, gram-scale products can be easily obtained by such a simple, neutral, and low-cost catalytic system with high TONs. DFT calculations afford a rationale toward the formation of the products and indicate that the selective insertion of the double bond of cyclopropenes into the C-Pd bond of ambidentate Pd complex and the subsequent nonclassical β-C elimination promoted by 1,4-palladium migration are critical for the success of the reaction.

A Construction of α-Alkenyl Lactones via Reduction Radical Cascade Reaction of Allyl Alcohols and Acetylenic Acids

An iron-catalyzed cascade reaction of radical reduction of allyl alcohols and acetylenic acids to construct polysubstituted α-alkenyl lactones has been developed. In this paper, various allyl alcohols can form allyl ester intermediates and are further transformed into alkyl radicals, which form products through intramolecular reflex-Michael addition. In addition, this method can be used to prepare spirocycloalkenyl lactones. Interestingly, this protocol can be used to synthesize the skeleton structure of natural products. Moreover, the product can be further transformed into a β-methylene tetrahydrofuran and tetrahydrofuran diene.

Ordered Mesoporous CeO2-supported Ag as an Effective Catalyst for Carboxylative Coupling Reaction Using CO2

Ag/Mesoporous CeO2 (Ag/M?CeO2) catalysts were synthesized through the gas bubbling-assisted membrane reduction (GBMR) method and characterized by XRD, ICP-OES, N2 adsorption-desorption, XPS, Raman spectroscopy, TEM, HRTEM, HAADF-STEM and CO2-TPD. Ag/M?CeO2 catalysts contain uniform mesoporous structure, large surface area and oxygen vacancies, which promote the dispersion of Ag nanoparticles. Density functional theory (DFT) calculations indicate that Ag nanoparticles supported on M?CeO2 could facilitate the formation of oxygen vacancies, which result in higher CO2 adsorption capacity. With the most oxygen vacancies and the well-dispersed Ag active species, Ag (3.12 %)/M?CeO2 exhibits high efficiency for the carboxylative coupling of terminal alkynes, chloride compounds and CO2 under mild reaction conditions (60 °C, 0.5 MPa), affording a wide range of functionalized 2-alkynoates in good yields.

Synthesis of Sulfonylated Lactones via Ag-Catalyzed Cascade Sulfonylation/Cyclization of 1,6-Enynes with Sodium Sulfinates

A novel strategy for the synthesis of sulfonylated lactones via Ag-catalyzed radical addition/cyclization reaction of 1,6-enynes and sodium sulfinates has been developed. The reaction presents high stereoselectivity under mild conditions with C4 prochiral center construction in one step. The ESR experiments and relevant mechanistic studies indicated that a radical pathway should be involved in this transformation.

Ligand-free Ag(I)-catalyzed carboxylative coupling of terminal alkynes, chloride compounds, and CO2

Simple silver(I) slats were found to be highly efficient and selective catalyst for carboxylative coupling of aryl- or alkyl-substituted terminal alkynes, CO2, and various allylic, propargylic or benzylic chlorides to exclusively yield function

Cu(I)-catalyzed carboxylative coupling of terminal alkynes, allylic chlorides, and CO2

A highly selective synthesis of a variety of functionalized allylic 2-alkynoates was realized via the carboxylative coupling of terminal alkynes, allylic chlorides, and CO2 catalyzed by the N-heterocyclic carbene copper(I) complex (IPr)CuCl. The catalyst can be easily recovered without any loss in activity and product selectivity.