Month: October 2022

D’Agostini, Agnese; D’Auria, Maurizio published the artcile< Photochemical coupling between halogenoheterocyclic and heterocyclic derivatives>, COA of Formula: C6H5IO2S, the main research area is photochem coupling aryl aryl haloheterocycle heterocycle; iodothiophene iodofuran photochem coupling acetoxyallylthiophene acetoxyallylfuran.

The photochem. reaction between 5-iodo-heteroaryl derivatives I (X = O, R = H; X = S, R = Me, H, OMe) and both 3-heteroaryl allylic alcs. II (Y = O, S, R1 = H) and acetates II (Y = O, S, R1 = Ac) have been investigated. The presence of an alc. function was not compatible with photochem. coupling since compounds I were photoreduced in the presence of an alc. In contrast, the acetates gave the expected coupling products III (same X, Y, R, mixture of E and Z isomers). The presence of a weak electron-withdrawing group on the alkene induced an inverted regiochem. giving only aryl-aryl coupling products. The same behavior was observed using 2-(3-acetoxyprop-1-ynyl)thiophene, in which case only the product derived from aryl-aryl coupling was again observed When 2-prop-1-ynylthiophene was used as starting material, the product resulting from attack on the Me group was also observed Photochem. coupling between 2-thienylacetonitrile and halothienyl derivatives I (X = S, R = Me, H) gave no reaction product. In contrast, the irradiation of Me 2-thienylacetate and Me 2-(2-thienyl)propionate in the presence of I (X = S, R = Me, H) did give the corresponding aryl-aryl coupling products.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about Photochemical coupling reaction. 88105-22-0 belongs to class iodides-buliding-blocks, and the molecular formula is C6H5IO2S, COA of Formula: C6H5IO2S.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Satonaka, Hajime published the artcile< The substituent effects in thiophene compounds. I. Proton NMR and IR studies in methyl (substituted 2-thiophenecarboxylates)>, Synthetic Route of 88105-22-0, the main research area is LFER electronegativity IR thiophenecarboxylate; carbonyl group IR thiophenecarboxylate; proton NMR thiophenecarboxylate; spin coupling thiophenecarboxylate.

The 1H NMR and the IR CO group stretching frequencies of Me (3-, 4-, and 5-substituted 2-thiophenecarboxylate)s are observed Good linear correlations between the chem. shifts of the ring protons in Me (4- and 5-substituted 2-thiophenecarboxylate)s and those of the corresponding protons in substituted thiophenes were observed The coupling constants in Me (substituted 2-thiophenecarboxylate)s gave good correlations against the corresponding ones in substituted thiophenes. The IR carbonyl stretching frequencies in Me (5-substituted 2-thiophenecarboxylate)s were correlated reasonably well with the chem. shifts of 5-protons in 2-substituted thiophenes. The coupling constants in Me 2-thiophenecarboxylate series varied linearly with the electronegativities of the substituents.

Bulletin of the Chemical Society of Japan published new progress about Carbonyl group. 88105-22-0 belongs to class iodides-buliding-blocks, and the molecular formula is C6H5IO2S, Synthetic Route of 88105-22-0.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Sakurai, Yohji published the artcile< Tandem Sonogashira-Hagihara coupling/cycloisomerization reactions of ethynylboronic acid mida ester to afford 2-heterocyclic boronic acid mida esters: a concise route to benzofurans, indoles, furopyridines and pyrrolopyridines>, COA of Formula: C5H4INO, the main research area is Sonogashira Hagihara coupling cycloisomerization ethynylboronic mida ester; heterocyclic boronic mida preparation conversion benzofuran indole furopyridine pyrrolopyridine.

A one-pot process that provides direct access to 2-heterocyclic MIDA (N-methyliminodiacetic acid) boronates has been developed. The reaction of 2-iodophenols or 2-iodoanilines with ethynylboronic acid MIDA ester readily afforded 2-substituted heterocyclic compounds Amidine and phosphazene bases, especially TMG (1,1,3,3-tetramethylguanidine) assumed an important role in the tandem Sonogashira-Hagihara coupling/cycloisomerization reactions.

Heterocycles published new progress about Benzofurans Role: SPN (Synthetic Preparation), PREP (Preparation). 188057-20-7 belongs to class iodides-buliding-blocks, and the molecular formula is C5H4INO, COA of Formula: C5H4INO.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Taldone, Tony; Patel, Pallav D.; Patel, Hardik J.; Chiosis, Gabriela published the artcile< About the reaction of aryl fluorides with sodium sulfide: investigation into the selectivity of substitution of fluorobenzonitriles to yield mercaptobenzonitriles via SNAr displacement of fluorine>, COA of Formula: C7H3FIN, the main research area is mercaptobenzonitrile synthesis aryl fluoride sulfide substitution.

In this report we describe a simple synthesis of mercaptobenzonitriles from the reaction of fluorobenzonitriles with Na2S in DMF at room temperature and following direct treatment with Zn/HCl. Significantly, 2- and 4-fluorobenzonitriles substituted with chlorine or bromine, but not iodine, undergo selective substitution of fluorine at room temperature to yield synthetically useful halo-substituted mercaptobenzonitriles.

Tetrahedron Letters published new progress about Aromatic substitution reaction. 887266-99-1 belongs to class iodides-buliding-blocks, and the molecular formula is C7H3FIN, COA of Formula: C7H3FIN.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Kiefl, Gabriel M.; Gulder, Tanja published the artcile< α-Functionalization of Ketones via a Nitrogen Directed Oxidative Umpolung>, Related Products of 1391728-13-4, the main research area is alpha functionalization pyridyl ketone oxidative umpolung hypervalent fluorine iodane; regioselective oxidative functionalization.

Reversing the polarity in mols. is a versatile tool for expanding the boundaries of structural space. Despite a manifold of different umpolung methods available today, overcoming the inherent reactivity still remains a constant challenge in organic chem. The oxidative α-functionalization of ketones by external nucleophiles constitute such an example. Herein, we present a hypervalent F-iodane mediated umpolung of pyridyl ketones triggered by Lewis base/Lewis acid noncovalent interactions. A wide variety of external nucleophiles are introduced with high regioselectivity applying this substrate-directing concept.

Journal of the American Chemical Society published new progress about Directing groups. 1391728-13-4 belongs to class iodides-buliding-blocks, and the molecular formula is C9H10FIO, Related Products of 1391728-13-4.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Huang, Shengli; Chen, Zhili; Mao, Hui; Hu, Fangli; Li, Dongmei; Tan, Yu; Yang, Fengqing; Qin, Wenling published the artcile< Metal-free difunctionalization of alkynes to access tetrasubstituted olefins through spontaneous selenosulfonylation of vinylidene ortho-quinone methide (VQM)>, SDS of cas: 2265-92-1, the main research area is selenovinyl sulfone regioselective diastereoselective preparation; alkynylnaphthol selenosulfonylation selenosulfonate.

A metal-free difunctionalization of alkynes to access tetrasubstituted olefins through spontaneous selenosulfonylation of vinylidene ortho-quinone methide (VQM) was described herein. The reaction was conducted under mild conditions without any catalysts or additives. Preliminary mechanism studies revealed that the formation of VQM was the key for this alkyne di-functionalization reaction. The reaction could be applied in the enantioselective asym. synthesis of axially chiral styrene. Furthermore, the selenosulfonylation adducts can be transformed into useful naphtho[2,1-b]furan and benzofuran scaffolds.

Organic & Biomolecular Chemistry published new progress about Alkenes Role: SPN (Synthetic Preparation), PREP (Preparation). 2265-92-1 belongs to class iodides-buliding-blocks, and the molecular formula is C6H3F2I, SDS of cas: 2265-92-1.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Clark, Jennifer M.; Salgado-Polo, Fernando; Macdonald, Simon J. F.; Barrett, Tim N.; Perrakis, Anastassis; Jamieson, Craig published the artcile< Structure-Based Design of a Novel Class of Autotaxin Inhibitors Based on Endogenous Allosteric Modulators>, Electric Literature of 167479-01-8, the main research area is structure based design steroid autotaxin inhibitors endogenous allosteric modulator.

Autotaxin (ATX) facilitates the hydrolysis of lysophosphatidylcholine to lysophosphatidic acid (LPA), a bioactive phospholipid, which facilitates a diverse range of cellular effects in multiple tissue types. Abnormal LPA expression can lead to the progression of diseases such as cancer and fibrosis. Previously, we identified a potent ATX steroid-derived hybrid (partially orthosteric and allosteric) inhibitor which did not form interactions with the catalytic site. Herein, we describe the design, synthesis, and biol. evaluation of a focused library of novel steroid-derived analogs targeting the bimetallic catalytic site, representing an entirely unique class of ATX inhibitors of type V designation, which demonstrate significant pathway-relevant biochem. and phenotypic biol. effects. The current compounds modulated LPA-mediated ATX allostery and achieved indirect blockage of LPA1 internalization, in line with the observed reduction in downstream signaling cascades and chemotaxis induction. These novel type V ATX inhibitors represent a promising tool to inactivate the ATX-LPA signaling axis.

Journal of Medicinal Chemistry published new progress about Allosteric modulators. 167479-01-8 belongs to class iodides-buliding-blocks, and the molecular formula is C8H16INO2, Electric Literature of 167479-01-8.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Dakarapu, Rambabu; Falck, John R. published the artcile< Stereospecific Stille Cross-Couplings Using Mn(II)Cl2>, Application In Synthesis of 887266-99-1, the main research area is manganese chloride stereoselective Stille cross coupling reaction catalyst; organotin aryl iodide stereoselective Stille coupling reaction.

Cross-coupling reactions are a staple in organic synthesis, especially for C-C bond formation with sp- and sp2-carbon electrophiles. In recent years, the range of accessible C-C bonds has been extended to stereogenic centers which expedites access to greater mol. complexity. However, these reactions predominantly depend upon late transition metal (LTM) catalysts whose cost, toxicity, and/or environmental impact have come under increasing scrutiny and governmental regulation. Here, we report Mn(II)Cl2 complexes alone, or with assistance from copper, catalyze the stereospecific cross-coupling of α-alkoxyalkylstannanes with organic electrophiles with complete retention of configuration.

Journal of Organic Chemistry published new progress about Aryl iodides Role: RCT (Reactant), RACT (Reactant or Reagent). 887266-99-1 belongs to class iodides-buliding-blocks, and the molecular formula is C7H3FIN, Application In Synthesis of 887266-99-1.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Yuan, Yang; Wu, Xiao-Feng published the artcile< Direct Access to 1,1-Dicarbonyl Sulfoxonium Ylides from Aryl Halides or Triflates: Palladium-Catalyzed Carbonylation>, Recommanded Product: 1,4-Difluoro-2-iodobenzene, the main research area is palladium catalyst carbonylation aryl halide triflate carbonyl sulfoxonium ylide; dicarbonyl sulfoxonium ylide preparation.

The synthesis of 1,1-dicarbonyl sulfoxonium ylides by palladium-catalyzed carbonylation of aryl halides or triflates with α-carbonyl sulfoxonium ylides has been developed for the first time. This method provides a general approach to synthetically useful 1,1-dicarbonyl sulfoxonium ylides in high efficiency. The protocol displays a wide substrate scope, showing that the resulting 1,1-dicarbonyl sulfoxonium ylides have been converted into the corresponding 1,3-dicarbonyl compounds

Organic Letters published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 2265-92-1 belongs to class iodides-buliding-blocks, and the molecular formula is C6H3F2I, Recommanded Product: 1,4-Difluoro-2-iodobenzene.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Wang, Hao-Yang; Gao, Ying; Zhang, Fang; Yu, Chong-Tian; Xu, Chu; Guo, Yin-Long published the artcile< Mass Spectrometric Study of the Gas-Phase Difluorocarbene Expulsion of Polyfluorophenyl Cations via F-Atom Migration>, Name: 1,4-Difluoro-2-iodobenzene, the main research area is mass spectrometry polyfluorophenyl cation gas phase difluorocarbene expulsion; fluorine atom migration.

An increasing number of fluorinated drugs, pesticides, and fine chems. are now produced and applied, especially those containing polyfluorinated aromatic moieties. However, at present, the extent of literature covering the special mass spectrometric behaviors of these compounds remains limited. Herein, we report an unexpected but also general gas-phase dissociation mode of polyfluorinated aromatics in mass spectrometry: expulsion of difluorocarbene (50-Da neutral loss). Results from accurate mass measurements, tandem mass spectrometric experiments, and d. functional theory (DFT) calculations support an intramol. F-atom “”ring-walk”” migration mechanism for gas-phase CF2 loss. Based on an assessment of the electron ionization-mass spectrometry (EI-MS) data of more than 40 polyfluorinated aromatic compounds from the National Institute of Standards and Technol. data bank, we generalized on the substitution group effects on the difluorocarbene dissociation process of polyfluorinated aromatic compounds in EI-MS. These studies have enriched our knowledge of the special gas-phase reactivity of polyfluorinated aromatics and will provide valuable information in further anal. research of these compounds by mass spectrometry.

Journal of the American Society for Mass Spectrometry published new progress about Aryl fluorides Role: PEP (Physical, Engineering or Chemical Process), PRP (Properties), RCT (Reactant), PROC (Process), RACT (Reactant or Reagent) (polyfluoro arenes). 2265-92-1 belongs to class iodides-buliding-blocks, and the molecular formula is C6H3F2I, Name: 1,4-Difluoro-2-iodobenzene.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com