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Copper-Catalyzed Functionalizations of C60 with Amino Alcohols

CuI-catalyzed diverse functionalizations of C60 with amino alcohols with aerobic oxygen as the sole oxidant have been explored. For 2-/3-amino alcohols, an aminooxygenation reaction occurs to generate fulleromorpholine and fullerooxazepane derivatives. When a tethered furan ring exists, a further intramolecular [4 + 2] reaction with the neighboring double bond occurs to furnish the cis-1 products. In the case of 4-/5-amino alcohols, methanofullerenes linking with cyclic amides are obtained through cyclic enamine intermediates.

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Reference£º
Benzofuran – Wikipedia,
Benzofuran | C8H1120O – PubChem

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N-heterocyclic carbene catalyzed nucleophilic acylation of trifluoromethyl ketimines

An efficient N-heterocyclic carbene (NHC)-catalyzed nucleophilic acylation of trifluoromethyl ketimines has been developed. The combination of N-aryl trifluoromethyl ketimines with various furan-2-carbaldehydes leads chemoselectively to the corresponding alpha-amino-alpha-trifluoromethyl ketones in moderate to very good yields (32-87%) providing ready access to this pharmaceutically important class of compounds. Georg Thieme Verlag Stuttgart – New York.

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Reference£º
Benzofuran – Wikipedia,
Benzofuran | C8H808O – PubChem

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Catalytic Enantioselective Aza-Benzoin Reactions of Aldehydes with 2H-Azirines

The unprecedented enantioselective aza-benzoin reaction of aldehydes with 2H-azirines was developed by utilizing a chiral N-heterocyclic carbene as the catalyst. A wide range of corresponding aziridines can be obtained in good yields with high enantioselectivities. The obtained optically active aziridines should be useful in the synthesis of other valuable molecules.

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Reference£º
Benzofuran – Wikipedia,
Benzofuran | C8H993O – PubChem

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Synthesis of new furan polycycles via photochemical reaction in neutral and acidic medium

New furan derivatives of o-divinylbenzenes were synthesized and their photochemical reactivity has been investigated in neutral and acidic medium. Depending of the structure of the starting materials and pH value, the new cyclization (11, 16, 20), cycloaddiotion (12, 13, endo-17, exo-18), electrocyclization (21, 22) and dimeric (15, 19) products were isolated. While photochemical investigation in neutral medium showed that the main intramolecular process is cycloaddition, in the case of acidic photochemistry, due to the protonation of the starting molecule, electrocyclization process comes to expression and formation of dihydronaphtalene products 21 and 22.

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Reference£º
Benzofuran – Wikipedia,
Benzofuran | C8H906O – PubChem

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Non-peptide NK1 receptors antagonists

Non-peptide acetamide derivatives of Formula I are specific NK1 antagonist, where R is aryl, R1 and R2 are H or alkyl, m, n and q are integers from 0 to 4, X is NR8 or NHCONH, R3 and R9 are H or alkyl, R4 is naphthyl or indolyl, R5 and R2 are H or alkyl, and R6 is aryl.The compounds are useful agents for treating inflammatory and allergic disorders, pain, anxiety, depression, schizophrenia and emesis.

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Benzofuran – Wikipedia,
Benzofuran | C8H686O – PubChem

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Copper-Catalyzed Asymmetric Arylation of N-Heteroaryl Aldimines: Elementary Step of a 1,4-Insertion

Copper complexes of monodentate phosphoramidites efficiently promote asymmetric arylation of N-azaaryl aldimines with arylboroxines. DFT calculations and experiments support an elementary step of 1,4-insertion in the reaction pathway, a step in which an aryl-copper species adds directly across four atoms of C=N?C=N in the N-azaaryl aldimines.

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Reference£º
Benzofuran – Wikipedia,
Benzofuran | C8H1108O – PubChem

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A Unified Strategy for the Synthesis of beta-Carbolines, gamma-Carbolines, and Other Fused Azaheteroaromatics under Mild, Metal-Free Conditions

An efficient, unified approach for the synthesis of beta-carbolines, gamma-carbolines, and other fused azaheteroaromatics has been realized under metal-free conditions, from propargylic amines and (hetero)aromatic aldehydes. This unified strategy provides beta- and gamma-carbolines as well as a range of fused azaheteroaromatics with a broad substrate scope and excellent functional group compatibility. The formal synthesis of oxopropalines D and G has been achieved on gram scale (3a), in a one-pot reaction from commercially available materials (previous shortest reported route to 3a was 5 steps). NMR studies of the conversion of imine intermediate 3aa to beta-carboline 3a were conducted and revealed that the reaction proceeded through an allene intermediate.

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Reference£º
Benzofuran – Wikipedia,
Benzofuran | C8H1081O – PubChem

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Preparation of unsymmetrical ketones from tosylhydrazones and aromatic aldehydes via formyl C-H bond insertion

Preparation of ketones by insertion of diazo compounds into the formyl C-H bond of an aldehyde is an attractive procedure, but use of structurally diverse diazo compounds is hampered by preparation and safety issues. A convenient procedure for the synthesis of unsymmetrical ketones from bench-stable tosylhydrazones and aryl aldehydes is reported. The procedure can be performed in one pot from the parent carbonyl compound and needs only a base, with no additional promoters being required.

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Benzofuran – Wikipedia,
Benzofuran | C8H726O – PubChem

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Fluorescent Dyes with Large Stokes Shifts – a Simple Synthesis of <2,2'-Bipyridine>-3,3′-diol

<2,2'-Bipyridine>-3,3′-diol (4) is obtained in one step from furoin (8) by Zincke rearrangement in 32percent yield.The fluorescence quantum yield of the dye is 50percent in chloroform – absorption and fluorescence spectra are completely separated (TZ = 1011).The large Stokes shift is caused by a proton transfer according to the Foerster mechanism.

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Reference£º
Benzofuran – Wikipedia,
Benzofuran | C8H911O – PubChem

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Unusual carbon-carbon bond formations between allylboronates and acetals or ketals catalyzed by a peculiar indium(I) lewis acid

InIOTf has been uncovered as an effective Lewis acid catalyst for unprecedented nucleophilic substitution of acetals or ketals with allylboronates. A transmetalative SN1 mechanism is proposed in which a single InI center acts as a dual catalyst to activate both reagents sequentially. Contrary to the classic gamma-selectivity of allylsilanes (Hosomi-Sakurai reaction), this InI-catalyzed borono variant displays distinct alpha-selectivity. Substrate scope and functional group tolerance proved to be excellent.

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Reference£º
Benzofuran – Wikipedia,
Benzofuran | C8H1035O – PubChem