Category: 69626-75-1

Czyz, M. L. published the artcileA visible-light photocatalytic thiolation of aryl, heteroaryl and vinyl iodides, Category: benzofurans, the publication is Organic & Biomolecular Chemistry (2018), 16(9), 1543-1551, database is CAplus and MEDLINE.

The general catalytic synthesis of aryl and vinyl thioethers from readily available halides remains a challenge. Herein we report a unified method for the thiolation of aryl and vinyl iodides with dialkyl disulfides using visible light photoredox catalysis. A range of thioether products bearing diverse functional groups can be accessed in high yield and with excellent chemoselectivity. We demonstrate the versatility of this method through the expedient synthesis of a family of thioether-rich natural products. A detailed investigation of the photocatalytic mechanism is presented from both steady-state and time-resolved luminescent quenching as well as transient absorption spectroscopy experiments

Organic & Biomolecular 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, Category: benzofurans.

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

Qiao, Zongjun published the artcileDirect Cross-Coupling Access to Diverse Aromatic Sulfide: Palladium-Catalyzed Double C-S Bond Construction Using Na₂S₂O₃ as a Sulfurating Reagent, Quality Control of 69626-75-1, the publication is Organic Letters (2014), 16(4), 1212-1215, database is CAplus and MEDLINE.

The Pd-catalyzed cross-coupling of aryl halides, alkyl halides, and Na₂S₂O₃·5H₂O to deliver aromatic thioethers is described. Pyridine, furan, thiophene, benzofuran, benzoxazole, benzothiophene, benzothiazole, and pyrazine are all amenable to this protocol. The odorless and stable solid Na₂S₂O₃·5H₂O was used as a convenient and environmentally friendly source of sulfur. Pd-catalyzed cross-couplings without thiols or thiophenols to build C-S bonds have not previously been achieved, which renders our observation more striking. Thus, e.g., PdCl₂(dppf)/dppf-catalyzed cross coupling of 4-(MeCO)C₆H₄I with nBu-Cl using Na₂S₂O₃·5H₂O and Cs₂CO₃ as base in DMSO/glycol afforded 4-(MeCO)C₆H₄SBu-n in 88% yield.

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, Quality Control of 69626-75-1.

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

Sangu, Kenichiro published the artcileIntermolecular addition reaction to alkenes of acylmolybdenum complexes generated by oxidative addition of aryl or alkenyl halides with molybdenum(0) carbonyl complexes, Formula: C8H5IO, the publication is Synlett (2007), 929-933, database is CAplus.

Acylmolybdenum species, generated by oxidative addition of aryl or alkenyl halides with molybdenum(0) carbonyl complex followed by carbon monoxide insertion, added to various kinds of alkenes intermolecularly to give simple addition products in good yields without formation of carbonylative Heck-type products.

Synlett 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, Formula: C8H5IO.

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

Fu, Wai Chung published the artcileRegioselective Synthesis of Polycyclic and Heptagon-embedded Aromatic Compounds through a Versatile π-Extension of Aryl Halides, Application of 2-Iodobenzofuran, the publication is Angewandte Chemie, International Edition (2017), 56(25), 7166-7170, database is CAplus and MEDLINE.

A versatile π-extension reaction was developed based on the three-component cross-coupling of aryl halides, 2-haloarylcarboxylic acids, and norbornadiene. The transformation is driven by the direction and subsequent decarboxylation of the carboxyl group, while norbornadiene serves as an ortho-C-H activator and ethylene synthon via a retro-Diels-Alder reaction. Comprehensive DFT calculations were performed to account for the catalytic intermediates.

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, Application of 2-Iodobenzofuran.

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

Minami, Hiroki published the artcileDirect C-C Bond Construction from Arylzinc Reagents and Aryl Halides without External Catalysts, Safety of 2-Iodobenzofuran, the publication is European Journal of Organic Chemistry (2013), 2013(35), 7891-7894, database is CAplus.

A direct cross-coupling between an arylzinc reagent and an aryl halide was accomplished without any external catalyst, enabling efficient and selective formation of the corresponding biaryl compound with broad functional group compatibility. An exchange reaction of (aryl)lithium compounds with zinc chloride gave the desired zinc reactants. The synthesis of the target compounds was achieved using bis(4-methylphenyl)zinc, bis[4-(trifluoromethyl)phenyl]zinc, bis(2-thienyl)zinc, bis(2-benzofuranyl)zinc, etc., as starting materials in a reaction with iodobenzene derivatives The products thus formed included 2-(4-methylphenyl)naphthalene, 2-(2,4,6-trimethylphenyl)naphthalene, 2-(2-naphthalenyl)thiophene, 2-(2-naphthalenyl)benzofuran, 4-methoxy-4′-methyl-1,1′-biphenyl, 4′-methyl[1,1′-biphenyl]-4-carbonitrile and related substances. A reaction of 1-Bromo-4-iodobenzene with bis(2-methylphenyl)zinc gave 2,2”-dimethyl-1,1′:4′,1”-terphenyl.

European 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, Safety of 2-Iodobenzofuran.

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

Tathe, Akash G. published the artcileLigand-Enabled Gold-Catalyzed C(sp²)-S Cross-Coupling Reactions, COA of Formula: C8H5IO, the publication is Organic Letters (2022), 24(24), 4459-4463, database is CAplus and MEDLINE.

C(sp²)-S cross-coupling reactions of aryl iodides and arylsulfonyl hydrazides under ligand-enabled, Au(I)/Au(III) redox catalysis was reported. This strategy operates under mild reaction conditions, requires no prefunctionalized aryl coupling partner and works across several aryl iodides. The reaction mechanism was supported with control experiments, mass spectrometry, and NMR studies.

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 C20H17FO4S, COA of Formula: C8H5IO.

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

L’Helgoual’ch, Jean-Martial published the artcileDeprotonative metalation of five-membered aromatic heterocycles using mixed lithium-zinc species, HPLC of Formula: 69626-75-1, the publication is Journal of Organic Chemistry (2008), 73(1), 177-183, database is CAplus and MEDLINE.

Deprotonation of benzoxazole, benzothiazole, benzo[b]thiophene, benzofuran, N-Boc-protected indole and pyrrole, and N-phenylpyrazole using an in situ mixture of ZnCl₂·TMEDA (0.5 equiv) and lithium 2,2,6,6-tetramethylpiperidide LiTMP (1.5 equiv) in THF at room temperature gave 2-zincated or 5-zincated (for 1-phenylpyrazole) derivatives, which were trapped by iodine to give the corresponding 2-iodo- or 5-iodo-substituted heterocycles in 52-73% yields; thiazole in the studied conditions gave mixture of 2- and 2,5-diiodothiazoles. One-pot palladium dichloride-catalyzed cross-coupling reactions of 2-metalated benzo[b]thiophene and benzofuran with 2-chloropyridine and 2,4-dichloropyrimidine gave 2-(2-pyridinyl)benzo[b]thiophene (18) and 2(2-chloro-4-pyrimidinyl)benzofuran (19), resp. A reaction pathway where the lithium amide and zinc diamide present in solution behave synergically was proposed for the deprotonation reaction, taking account of NMR and DFT studies carried out on the basic mixture

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, HPLC of Formula: 69626-75-1.

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

Theveau, Laure published the artcileSynthesis and orthogonal functionalization of oxazolo[5′,4′:4,5]pyrano[2,3-b]pyridine by intra- and intermolecular Pd-catalyzed direct C-H bond heteroarylation, Formula: C8H5IO, the publication is Organic & Biomolecular Chemistry (2016), 14(13), 3459-3468, database is CAplus and MEDLINE.

The construction and subsequent orthogonal functionalization of a hitherto unknown oxazolo[5′,4′:4,5]pyrano[2,3-b]pyridines was reported. A palladium-catalyzed direct C-H bond functionalization methodol. was used to build the tricyclic scaffold as well as to achieve the subsequent C-H bond functionalization at the C-2 position of the oxazole unit with various (hetero)aryl iodides. Remarkably, selective C-H construction and functionalization procedures preserved the chorine atom on the pyridine moiety offering a late-stage substitution site to progress drug design.

Organic & Biomolecular 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 C8H6N2O3, Formula: C8H5IO.

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

Perry, Gregory J. P. published the artcileTransition-metal-free decarboxylative iodination: New routes for decarboxylative oxidative cross-couplings, Related Products of benzofurans, the publication is Journal of the American Chemical Society (2017), 139(33), 11527-11536, database is CAplus and MEDLINE.

Constructing products of high synthetic value from inexpensive and abundant starting materials is of great importance. Aryl iodides are essential building blocks for the synthesis of functional mols., and efficient methods for their synthesis from chem. feedstocks are highly sought after. Here we report a low-cost decarboxylative iodination that occurs simply from readily available benzoic acids and I₂. The reaction is scalable and the scope and robustness of the reaction is thoroughly examined Mechanistic studies suggest that this reaction does not proceed via a radical mechanism, which is in contrast to classical Hunsdiecker-type decarboxylative halogenations. In addition, DFT studies allow comparisons to be made between our procedure and current transition-metal-catalyzed decarboxylations. The utility of this procedure is demonstrated in its application to oxidative cross-couplings of aromatics via decarboxylative/C-H or double decarboxylative activations that use I₂ as the terminal oxidant. This strategy allows the preparation of biaryls previously inaccessible via decarboxylative methods and holds other advantages over existing decarboxylative oxidative couplings, as stoichiometric transition metals are avoided.

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, Related Products of benzofurans.

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