Month: April 2022

Synthetic Route of C5H3IO2. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 5-Iodo-2-furaldehyde, is researched, Molecular C5H3IO2, CAS is 2689-65-8, about Functionalization of C(sp3)-H bonds using a transient directing group. Author is Zhang, Fang-Lin; Hong, Kai; Li, Tuan-Jie; Park, Hojoon; Yu, Jin-Quan.

Proximity-driven metalation has been extensively exploited to achieve reactivity and selectivity in carbon-hydrogen (C-H) bond activation. Despite the substantial improvement in developing more efficient and practical directing groups, their stoichiometric installation and removal limit efficiency and, often, applicability as well. Here we report the development of an amino acid reagent that reversibly reacts with aldehydes and ketones in situ via imine formation to serve as a transient directing group for activation of inert C-H bonds. Arylation of a wide range of aldehydes and ketones at the β or γ positions proceeds in the presence of a palladium catalyst and a catalytic amount of amino acid. The feasibility of achieving enantioselective C-H activation reactions using a chiral amino acid as the transient directing group is also demonstrated.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Ligand-Promoted Meta-C-H Arylation of Anilines, Phenols, and Heterocycles, published in 2016-07-27, which mentions a compound: 2689-65-8, Name is 5-Iodo-2-furaldehyde, Molecular C5H3IO2, SDS of cas: 2689-65-8.

The authors report the development of a versatile 3-acetylamino-2-hydroxypyridine class of ligands that promote meta-C-H arylation of anilines, heterocyclic aromatic amines, phenols, and 2-benzyl heterocycles using norbornene as a transient mediator. More than 120 examples are presented, demonstrating this ligand scaffold enables a wide substrate and coupling partner scope. Meta-C-H arylation with heterocyclic aryl iodides as coupling partners is also realized for the first time using this ligand. The utility for this transformation for drug discovery is showcased by allowing the meta-C-H arylation of a lenalidomide derivative The first steps toward a silver-free protocol for this reaction are also demonstrated.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 5-Iodo-2-furaldehyde(SMILESS: IC1=CC=C(O1)C=O,cas:2689-65-8) is researched.Application of 4144-22-3. The article 《An unusual photochemical reaction of indene with furan and thiophene derivatives》 in relation to this compound, is published in Heterocycles. Let’s take a look at the latest research on this compound (cas:2689-65-8).

Photochem. substitution of iododfurans or iodothiophenes by indene gave 2-indenylfurans or -thiophenes. E.g., irradiation of 5-iodofuran-2-carboxaldehyde in MeCN in the presence of indene gave the substitution product I.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Dange, Nitin S.; Hussain Jatoi, Ashique; Robert, Frederic; Landais, Yannick researched the compound: 2-Bromo-1-(1-methyl-1H-pyrrol-2-yl)ethanone( cas:65438-97-3 ).Safety of 2-Bromo-1-(1-methyl-1H-pyrrol-2-yl)ethanone.They published the article 《Visible-Light-Mediated Addition of Phenacyl Bromides onto Cyclopropenes》 about this compound( cas:65438-97-3 ) in Organic Letters. Keywords: oxonaphthaleneacetate oxobenzo fused heterocyclylacetate chemoselective preparation; photochem addition cyclization aryl bromomethyl ketone cyclopropenecarboxylate ring opening; iridium photocatalyst addition cyclization aryl bromomethyl ketone cyclopropenecarboxylate; nonracemic cyclopropene stereoselective photochem addition cyclization phenacyl bromide. We’ll tell you more about this compound (cas:65438-97-3).

In the presence of the photocatalyst fac-Ir(ppy)3 (ppy = 2-pyridinylphenyl), K2CO3, and LiBr in DMF, aryl bromomethyl ketones such as phenacyl bromide underwent chemoselective photochem. addition and cyclization reactions with cyclopropenecarboxylates such as I under irradiation with blue LED at 0° followed by base-mediated ring opening at 60° without irradiation to give oxonaphthaleneacetates such as II and oxobenzo-fused heterocyclylacetates in 16-51% yields. Nonracemic II was prepared in 40% yield and 95:5 er by the reaction of nonracemic I (95:5 er) with phenacyl bromide. Oxonaphthaleneacetates derived from this reaction can be further converted in one or two steps to polycyclic products such as naphthopyranacetate III and benzoindeneacetate IV.

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Reference:
1,8-Naphthyridine – Wikipedia,
1,8-Naphthyridine | C8H6N2 – PubChem