Month: December 2022

Chen, Bo published the artcileVisible-light-induced defluorinative carbonylative coupling of alkyl iodides with α-trifluoromethyl substituted styrenes, Category: iodides-buliding-blocks, the publication is Organic & Biomolecular Chemistry (2022), 20(26), 5264-5269, database is CAplus and MEDLINE.

A visible-light-mediated defluorinative carbonylative cross-coupling of alkyl iodides RI (R = Me, cyclopentyl, N-Boc azetidin-3-yl, etc.) with α-trifluoromethyl styrenes R¹C(=CH₂)CF₃ (R¹ = 4-benzyloxyphenyl, 3-methylphenyl, 2-naphthyl, etc.) has been developed. The reaction occurs at room temperature under blue light irradiation, and various gem-difluoroalkenes R¹C(CH₂C(O)R)=CF₂ were obtained in moderate to good yields. Synthetic transformations of the obtained product were performed as well.

Organic & Biomolecular Chemistry published new progress about 638-45-9. 638-45-9 belongs to iodides-buliding-blocks, auxiliary class Iodide,Aliphatic hydrocarbon chain, name is 1-Iodohexane, and the molecular formula is C6H13I, Category: iodides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Li, Zheng published the artcileMicrowave-accelerated solvent-free synthesis of 1,3,4-oxadiazoles using polymer supported dehydration reagent, Related Products of iodides-buliding-blocks, the publication is Synthetic Communications (2004), 34(16), 2981-2986, database is CAplus.

2-Aryl-5-(coumarin-3′-yl)-1,3,4-oxadiazoles are efficiently synthesized by microwave accelerated solvent-free procedure in high yield via the condensation of coumarin-3-carboxylic acid with (un)substituted benzoic acid hydrazides using poly(ethylene glycol) (PEG) supported dichlorophosphate as dehydration reagent.

Synthetic Communications published new progress about 39115-95-2. 39115-95-2 belongs to iodides-buliding-blocks, auxiliary class Iodide,Hydrazine,Amine,Benzene,Hydrazide,Amide, name is 4-Iodobenzohydrazide, and the molecular formula is C7H7IN2O, Related Products of iodides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Lu, Xi published the artcileExpedient synthesis of chiral α-amino acids through nickel-catalyzed reductive cross-coupling, Synthetic Route of 161370-66-7, the publication is Chemistry – A European Journal (2014), 20(47), 15339-15343, database is CAplus and MEDLINE.

A novel method for the synthesis of non-natural L– and D-amino acids by a Ni-catalyzed reductive cross-coupling reaction is described. This strategy enables the racemization-free cross-coupling of serine/homoserine-derived iodides with aryl/acyl/alkyl halides. It provides convenient access to varieties of enantiopure and functionalized amino acids, which are important building blocks in bioactive compounds and pharmaceuticals.

Chemistry – A European Journal published new progress about 161370-66-7. 161370-66-7 belongs to iodides-buliding-blocks, auxiliary class Chiral,Iodide,Amine,Aliphatic hydrocarbon chain,Ester,Amide, name is (S)-tert-Butyl 2-((tert-butoxycarbonyl)amino)-4-iodobutanoate, and the molecular formula is C13H24INO4, Synthetic Route of 161370-66-7.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Wang, Zhuo published the artcile4-Aminobenzotriazole (ABTA) as a removable directing group for palladium-catalyzed aerobic oxidative C-H olefination, SDS of cas: 638-45-9, the publication is Organic Letters (2022), 24(17), 3107-3112, database is CAplus and MEDLINE.

4-Aminobenzotriazole (ABTA) was applied as an effective removable directing group (DG) in Pd-catalyzed C-H activation for the first time. Compared with the widely applied pyridine and quinoline analogs, ABTA showed significantly improved reactivity, achieving aerobic oxidative C-H olefination in excellent yields (up to 95% vs <50% with other reported DGs under identical conditions). Using this new strategy, macrocyclization was achieved to give cyclic peptides in good yields with easy ABTA removal under mild conditions, highlighting the promising potential of this new DG.

Organic Letters published new progress about 638-45-9. 638-45-9 belongs to iodides-buliding-blocks, auxiliary class Iodide,Aliphatic hydrocarbon chain, name is 1-Iodohexane, and the molecular formula is C7H6Cl2, SDS of cas: 638-45-9.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Ding, Qiuping published the artcileLigand-Enabled meta-Selective C-H Arylation of Nosyl-Protected Phenethylamines, Benzylamines, and 2-Aryl Anilines, Safety of Dimethyl 2-iodoterephthalate, the publication is Journal of the American Chemical Society (2017), 139(1), 417-425, database is CAplus and MEDLINE.

A Pd-catalyzed, meta-selective C-H arylation of nosyl-protected phenethylamines and benzylamines is disclosed using a combination of norbornene and pyridine-based ligands. Subjecting nosyl protected 2-aryl anilines to this protocol led to meta-C-H arylation at the remote aryl ring. A diverse range of aryl iodides are tolerated in this reaction, along with select heteroaryl iodides. Select aryl bromides bearing ortho-coordinating groups can also be utilized as effective coupling partners in this reaction. The use of pyridine ligands has allowed the palladium loading to be reduced to 2.5 mol %. Furthermore, a catalytic amount of 2-norbornene (20 mol %) to mediate this meta-C-H activation process is demonstrated for the first time. Utilization of a common protecting group as the directing group for meta-C-H activation of amines is an important feature of this reaction in terms of practical applications.

Journal of the American Chemical Society published new progress about 165534-79-2. 165534-79-2 belongs to iodides-buliding-blocks, auxiliary class Iodide,Benzene,Ester, name is Dimethyl 2-iodoterephthalate, and the molecular formula is C10H9IO4, Safety of Dimethyl 2-iodoterephthalate.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Brownson, G. W. published the artcileFar-infrared intensity and normal coordinate studies on pyridine-halogen complexes, SDS of cas: 6443-90-9, the publication is Journal of Molecular Structure (1971), 10(1), 147-53, database is CAplus.

Absolute integrated intensity data were determined for the 2 low frequency bands due to ν(D-I) and ν(I-X) in pyridine-IX (X=I, Cl, Br) complexes. Along with the normal coordinates, calculated by using a linear triat. model, these data were used to calculate dipole derivatives * vecμ/* j values. Pyridine-d5-IBr spectra were used to estimate possible values of the interaction force constant k13. The dipole moment change * vecμ/* D-I calculated for the pyridine-I2 complex by using a simple model is considerably lower than that observed, implying that charge-transfer effects contribute significantly to the band intensities.

Journal of Molecular Structure published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C5H5ClIN, SDS of cas: 6443-90-9.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Liu, Liu published the artcileSyntheses, Biological Evaluations, and Mechanistic Studies of Benzo[c][1,2,5]oxadiazole Derivatives as Potent PD-L1 Inhibitors with In Vivo Antitumor Activity, Name: 2-Bromo-1-(bromomethyl)-3-iodobenzene, the publication is Journal of Medicinal Chemistry (2021), 64(12), 8391-8409, database is CAplus and MEDLINE.

A series of novel benzo[c][1,2,5]oxadiazole derivatives were designed, synthesized, and biol. evaluated as inhibitors of PD-L1. Among them, compound I [R = H] exhibited 1.8 nM IC₅₀ value in a homogeneous time-resolved fluorescence (HTRF) assay, which was 20-fold more potent than the lead compound BMS-1016 (II). In the surface plasmon resonance (SPR) assay, compound I [R = H] bound to human PD-L1 (hPD-L1) with a K_D value of 3.34 nM, without showing any binding to hPD-1. In the cell-based coculture assay, compound I [R = H] blocked PD-1/PD-L1 interaction with an EC₅₀ value of 375 nM, while BMS-1016 had an EC₅₀ value of 2075 nM. Moreover, compound I [R = Et] , an ester prodrug of compound I [R = H], was orally bioavailable and displayed significant antitumor effects in tumor models of syngeneic and PD-L1 humanized mice. Mechanistically, compound I [R = Et] exhibited significant in vivo antitumor effects probably through promoting antitumor immunity. Together, this series of benzoxadiazole PD-L1 inhibitors holds promise for tumor immunotherapy. Preclin. trials with selected compounds are ongoing in our laboratory

Journal of Medicinal Chemistry published new progress about 1261649-03-9. 1261649-03-9 belongs to iodides-buliding-blocks, auxiliary class Bromide,Iodide,Benzyl bromide,Benzene, name is 2-Bromo-1-(bromomethyl)-3-iodobenzene, and the molecular formula is C7H5Br2I, Name: 2-Bromo-1-(bromomethyl)-3-iodobenzene.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Deuker, Marius published the artcileTetraorganylargentate(III) Complexes: Key Intermediates in Silver-Mediated Cross-Coupling Reactions, COA of Formula: C6H13I, the publication is Organometallics (2021), 40(14), 2354-2363, database is CAplus.

The use of silver as a catalyst in cross-coupling reactions remains underdeveloped. Authors show by electrospray-ionization mass spectrometry that the diorganylargentates LiAgR’₂·Li(CN) (R’ = Me, Bu) formed in situ react with a wide scope of alkyl and aryl halides RX to afford the tetraorganylargentate(III) complexes R’₃AgR^–. Upon fragmentation in the gas phase, these high-valent species readily undergo reductive elimination. The trimethylorganylargentates Me₃AgR^– furnish the synthetically desired cross-coupling products MeR with high selectivity, whereas the tributylorganylargentates Bu₃AgR^– yield more of the homocoupling product Bu₂. Quantum chem. calculations reproduce the exptl. observed trends in reactivity and moreover provide insight into the structures and energetics of the species involved. Their findings indicate that the facile formation of tetraorganylargentate complexes and their high tendency toward reductive elimination can be exploited for the development of silver-mediated cross-coupling reactions as a viable alternative to established synthetic methods.

Organometallics published new progress about 638-45-9. 638-45-9 belongs to iodides-buliding-blocks, auxiliary class Iodide,Aliphatic hydrocarbon chain, name is 1-Iodohexane, and the molecular formula is C6H13I, COA of Formula: C6H13I.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Dai, Shengfei published the artcileMetal-free and Selectfluor-mediated diverse transformations of 2-alkylthiobenzamides to access 2,3-dihydrobenzothiazin-4-ones, benzoisothiazol-3-ones and 2-alkylthiobenzonitriles, Recommanded Product: 1-Iodohexane, the publication is Organic Chemistry Frontiers (2022), 9(15), 4016-4022, database is CAplus.

Diverse transformations of 2-alkylthiobenzamides were established to synthesize 2,3-dihydrobenzothiazin-4-ones, benzoisothiazol-3-ones and 2-alkylthiobenzonitriles in the presence of Selectfluor. Both NaI-HI and TFA-Ac₂O systems control the selective C-S bond cleavage and C-H bond functionalization to access 2,3-dihydrobenzothiazin-4-ones and 2-substituted 2,3-dihydrobenzothiazin-4-ones, resp. Notably, this was the first example of using Selectfluor as a methylene source to construct important 2,3-dihydrobenzothiazin-4-ones. In the presence of HCl, benzoisothiazol-3-ones were obtained in good yields. Furthermore, 2-alkylthiobenzonitriles could also be prepared using the same NaI-HI system via a thioether-directed and Selectfluor-mediated dehydration of 2-alkylthiobenzamides.

Organic Chemistry Frontiers published new progress about 638-45-9. 638-45-9 belongs to iodides-buliding-blocks, auxiliary class Iodide,Aliphatic hydrocarbon chain, name is 1-Iodohexane, and the molecular formula is C6H13I, Recommanded Product: 1-Iodohexane.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Liu, Congrong published the artcilePalladium/Copper Cocatalyzed Coupling Reaction of Aroyl Hydrazides with Indoles, SDS of cas: 39115-95-2, the publication is Chinese Journal of Chemistry (2016), 34(12), 1213-1217, database is CAplus.

An unprecedented palladium/copper cocatalyzed coupling reaction of indoles with simple aroyl hydrazides has been developed under aerobic conditions. A range of aroyl hydrazides underwent palladium/copper cocatalyzed oxidative arylation with indoles open to air in a 1:1 mixture of DMSO and nitromethane to give structurally diverse 2-arylindoles or 3-arylindoles in moderate to good yields. The reaction well tolerates a wide variety of functional groups such as alkoxy, halo, ester.

Chinese Journal of Chemistry published new progress about 39115-95-2. 39115-95-2 belongs to iodides-buliding-blocks, auxiliary class Iodide,Hydrazine,Amine,Benzene,Hydrazide,Amide, name is 4-Iodobenzohydrazide, and the molecular formula is C7H7IN2O, SDS of cas: 39115-95-2.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com