Category: 69626-75-1

Zha, Gao-Feng published the artcilePalladium-Catalyzed Fluorosulfonylvinylation of Organic Iodides, Product Details of C8H5IO, the publication is Angewandte Chemie, International Edition (2017), 56(17), 4849-4852, database is CAplus and MEDLINE.

In the presence of Pd(OAc)₂, ethenesulfonyl fluoride underwent chemo-, regio- and diastereoselective aerobic Heck reactions with aryl, heteroaryl, and vinyl iodides mediated by silver trifluoroacetate in acetone to yield arylvinylsulfonyl fluorides such as (E)-PhCH:CHSO₂F and (E,E)-PhCH:CHCH:CHSO₂F in 24-99% yields. The structure of (E,E)-PhCH:CHCH:CHSO₂F was determined by x-ray crystallog.

Angewandte Chemie, International Edition published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C11H22N2O4, Product Details of C8H5IO.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Zhang, Hua published the artcileA Construction of α-Alkenyl Lactones via Reduction Radical Cascade Reaction of Allyl Alcohols and Acetylenic Acids, Formula: C8H5IO, the publication is Organic Letters (2020), 22(21), 8337-8344, database is CAplus and MEDLINE.

An iron-catalyzed cascade reaction of radical reduction of allyl alcs. and acetylenic acids to construct polysubstituted α-alkenyl lactones has been developed. In this paper, various allyl alcs. can form allyl ester intermediates and are further transformed into alkyl radicals, which form products through intramol. 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 THF and THF diene.

Organic Letters published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C10H19NO3, Formula: C8H5IO.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Hou, Zhen-Lin published the artcilePeptide modification via N-terminal-residue-directed γ-C(sp³)-H arylation, COA of Formula: C8H5IO, the publication is Organic Letters (2020), 22(21), 8692-8696, database is CAplus and MEDLINE.

Post-assembly modification of peptides via C(sp³)-H functionalization provides an efficient way to prepare functionalized peptides for biol. study and pharmaceutical development. In this work, we developed a new method for γ-C(sp³)-H functionalization of aliphatic side chains of N-terminus-unprotected peptides. With the N-terminal residues as directing groups, a wide range of di-, tri-, tetra-, and pentapeptides underwent C-H arylation of the residues (Val, Ile, Tle) at the +2 position from the N-terminus.

Organic Letters published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C8H5IO, COA of Formula: C8H5IO.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Wu, Chunlin published the artcileCobalt-Catalyzed Intramolecular Reactions between a Vinylcyclopropane and an Alkyne: Switchable [5+2] Cycloaddition and Homo-Ene Pathways, Computed Properties of 69626-75-1, the publication is Angewandte Chemie, International Edition (2018), 57(22), 6558-6562, database is CAplus and MEDLINE.

Cobalt-diphosphine catalysts have been found to promote intramol. reactions between a vinylcyclopropane and an alkyne to selectively afford either the [5+2] cycloaddition product or the homo-ene reaction product under solvent control. The former product is exclusively formed in noncoordinating 1,2-dichloroethane, whereas the latter is dominant in coordinating solvents, such as acetonitrile and dimethylacetamide. Furthermore, a highly enantioselective variant of the homo-ene reaction afforded chiral THF, pyrrolidine, and cyclopentane derivatives bearing 1,3-diene and alkylidene substituents. Thus, e.g., cycloaddition of I afforded II (85%) in presence of CoI₂, dppp, Zn and ZnI₂ in DCE, whereas the same catalytic system exclusively afforded homo-ene product III (86%) in NMP.

Angewandte Chemie, International Edition published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C15H21BO2, Computed Properties of 69626-75-1.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Blevins, David W. published the artcileIododemetallation of potassium organotrifluoroborates and tributylarylstannanes using sodium iodide/iron(III) chloride, Product Details of C8H5IO, the publication is Tetrahedron Letters (2015), 56(23), 3130-3132, database is CAplus.

A combinative iron(III) chloride/sodium iodide system was found to be very efficient for the iododemetallation of both organotrifluoroborates and tributyl(aryl)stannanes. A variety of functional groups tolerate the mild reaction conditions.

Tetrahedron Letters published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C8H5IO, Product Details of C8H5IO.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Lin, Bijin published the artcileGold-Catalyzed Desymmetric Lactonization of Alkynylmalonic Acids Enabled by Chiral Bifunctional P,N ligands, Category: benzofurans, the publication is Angewandte Chemie, International Edition (2022), 61(23), e202201739, database is CAplus and MEDLINE.

A series of bifunctional P,N ligands based on chiral spirocyclic and biaryl scaffolds were synthesized and applied in the gold(I)-catalyzed desym. lactonization of alkynylmalonic acids. A wide range of chiral lactones containing an α-position quaternary stereocenter were synthesized with high yields, excellent regioselectivity and enantioselectivity under mild reaction conditions. The synthetic utilities of the current reaction were demonstrated by gram-scale synthesis and transformations of chiral lactones. The origin of enantioselectivity and the role of the alc. additive were elucidated via control experiments and DFT calculations

Angewandte Chemie, International Edition published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C8H5IO, Category: benzofurans.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Hou, Zhen-Lin published the artcileSilver-promoted cross-coupling of substituted allyl(trimethyl)silanes with aryl iodides by palladium catalysis, Synthetic Route of 69626-75-1, the publication is Tetrahedron Letters (2018), 59(52), 4557-4561, database is CAplus.

A ligand-free Pd-catalyzed cross-coupling of substituted allyl(trimethyl)silanes with aryl iodides enabled by silver salts was developed [e.g., trimethyl(2-phenylallyl)silane + Me 4-iodobenzoate → Me 4-(2-phenylallyl)benzoate (79%) in presence of Pd(OAc)₂ and Ag₂CO₃ in DCE]. This reaction delivered allylic arenes chemoselectively and regioselectively. The study suggested that the reaction might proceed through oxidative addition of ArI to Pd(0) followed by halide abstraction to give an electrophilic complex ArPdX, which further reacted with allyl(trimethyl)silanes via electrophilic addition/desilylation/reductive elimination to afford the allyl-aryl coupling products.

Tetrahedron Letters published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C8H5IO, Synthetic Route of 69626-75-1.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Haito, Akira published the artcileRu₃(CO)₁₂-Catalyzed Carbonylation of C-H Bonds by Triazole-Directed C-H Activation, Quality Control of 69626-75-1, the publication is Asian Journal of Organic Chemistry (2018), 7(7), 1315-1318, database is CAplus.

The Ru-catalyzed carbonylation of C-H bonds directed by a triazole ring is reported. The reaction involves a three-component coupling reaction of a C-H bond, carbon monoxide (CO), and ethylene, leading to the production of a ketone as the carbonylation product.

Asian Journal of Organic Chemistry published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C8H5IO, Quality Control of 69626-75-1.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Naka, Hiroshi published the artcileAn Aluminum Ate Base: Its Design, Structure, Function, and Reaction Mechanism, HPLC of Formula: 69626-75-1, the publication is Journal of the American Chemical Society (2007), 129(7), 1921-1930, database is CAplus and MEDLINE.

An Al ate base, i-Bu₃Al(TMP)Li, was designed and developed for regio- and chemoselective direct generation of functionalized aromatic Al compounds Direct alumination followed by electrophilic trapping with I₂, Cu/Pd-catalyzed C-C bond formation, or direct oxidation with mol. O₂ proved to be a powerful tool for the preparation of 1,2-di- or 1,2,3-trisubstituted aromatic compounds This deprotonative alumination using i-Bu₃Al(TMP)Li is effective in aliphatic chem. as well, enabling regio- and chemoselective addition of functionalized allylic ethers and carbamates to aliphatic and aromatic aldehydes. A combined multinuclear NMR spectroscopy, x-ray crystallog., and theor. study showed that the Al ate base is a Li/Al bimetallic complex bridged by the N atom of TMP and the α-C of an i-Bu ligand and that the Li exclusively serves as a recognition point for electroneg. functional groups or coordinative solvents. The mechanism of directed ortho alumination reaction of functionalized aromatic compounds was studied by NMR and in situ FTIR spectroscopy, x-ray anal., and DFT calculation The reaction proceeds with facile formation of an initial adduct of the base and aromatic, followed by deprotonative formation of the functionalized aromatic Al compound Deprotonation by the TMP ligand rather than the iso-Bu ligand was suggested and reasoned by spectroscopic and theor. study. The remarkable regioselectivity of the ortho alumination reaction was explained by a coordinative approximation effect between the functional groups and the counter Li⁺ ion, enabling stable initial complex formation and creation of a less strained transition state structure.

Journal of the American Chemical Society published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C8H5IO, HPLC of Formula: 69626-75-1.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Xu, Bin published the artcilePhotocatalyzed Diastereoselective Isomerization of Cinnamyl Chlorides to Cyclopropanes, Formula: C8H5IO, the publication is Journal of the American Chemical Society (2020), 142(13), 6206-6215, database is CAplus and MEDLINE.

Endergonic isomerizations are thermodynamically unfavored processes that are difficult to realize under thermal conditions. A photocatalytic and diastereoselective isomerization of acyclic cinnamyl chlorides to strained cyclopropanes is reported. Quantum mech. calculations (uM06-2X and DLPNO), including TD-DFT calculations, and exptl. studies provide evidence for the energy transfer from an iridium photocatalyst to the allylic chloride substrate followed by C-Cl homolytic cleavage. Subsequent Cl^• radical migration forms a localized triplet 1,3-diradical intermediate that, after intersystem crossing, undergoes ring-closing to form the desired product. The mild reaction conditions are compatible with a broad range of functional groups to generate chlorocyclopropanes in high yields and diastereoselectivities. A more efficient process is developed by addition of a catalytic amount of a nickel complex, and we propose a novel role for this cocatalyst to recycle an allyl chloride byproduct generated in the course of the reaction. The reaction is also shown to be stereoconvergent, as an E/Z mixture of cinnamyl chlorides furnish the anti-chlorocyclopropane product in high diastereoselectivity. The use of a visible light activated photocatalyst to transform substrates in combination with a transition metal catalyst to recycle byproducts back into the catalytic cycle will provide unique opportunities for the discovery of new reactivity is anticipated.

Journal of the American Chemical Society published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C15H12O6, Formula: C8H5IO.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem