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1.
J Org Chem ; 86(22): 16059-16067, 2021 11 19.
Artigo em Inglês | MEDLINE | ID: mdl-34520191

RESUMO

A practical protocol to synthesize 3-substituent-2-(azol-1-yl)indole derivatives has been developed via an electrochemical oxidative cross coupling process under mild conditions. This electro-oxidative C-N bond formation strategy tolerates a range of functional groups and is amenable to gram scale synthesis. Moreover, this method was applied to the late-stage functionalization of bioactive molecules.


Assuntos
Danazol , Indóis , Estrutura Molecular , Estresse Oxidativo
2.
Chem Commun (Camb) ; 2024 Sep 25.
Artigo em Inglês | MEDLINE | ID: mdl-39318170

RESUMO

We report a dual transition metal electrocatalytic approach for C(sp3)-C(sp3) bond cleavage and arylation of cyclic alcohols, providing an efficient and sustainable method for site-specific arylation of ketones. The reaction involves electrophotochemical cerium-catalysed generation of alkoxyl radicals from readily accessible alcohols. Subsequently, homolytic cleavage of the ß-C-C bond leads to the generation of carbon-centered radicals that could be effectively utilized by nickel catalysis powered by cathode reduction to deliver the remote arylated ketone products.

3.
Org Lett ; 26(1): 241-246, 2024 Jan 12.
Artigo em Inglês | MEDLINE | ID: mdl-38156980

RESUMO

Using easily handled CsF as a fluorine source, an electrochemically metal-free protocol for chemo- and regioselective synthesis of various types of long-chain perfluoroalkyl aromatics with gem-difluoroalkene as a substrate and an alcohol or azole as an additional nucleophile was developed. The eletrochemical transformation could tolerate several functional groups, such as halogens, cyanos, benzyls, and heterocycles, and is amenable to gram-scale. The application of this electrochemical method in radiofluorination was also tested.

4.
Plants (Basel) ; 12(19)2023 Oct 09.
Artigo em Inglês | MEDLINE | ID: mdl-37836247

RESUMO

Persimmons (Diospyros) are economically important trees that are widely cultivated for wood production in China, and Diospyros oleifera Cheng is the main persimmon grafting stock. However, an efficient tissue culture system has not been perfected for D. oleifera due to the limits of proliferation and rooting cultures. Therefore, this study examined the effects of different plant growth regulators and concentrations on the primary culture of young embryos, induction of leaf callus, differentiation of adventitious shoots, and rooting culture of D. oleifera. The optimal formula for young embryo germination was 1/2 Murashige and Skoog (MS) medium containing 0.5 mg/L gibberellic acid (GA3); after 25 days, the sprouting rate of the young embryos was 67.3%. The best medium for leaf callus induction was 1/2MS medium containing 2.0 mg/L of 6-benzylaminopurine (6-BA) and 0.5 mg/L of naphthaleneacetic acid (NAA), and the callus induction rate was 88.9%. Then, the callus was transferred to 1/2MS medium containing 2.0 mg/L of zeatin (ZT), 0.5 mg/L of NAA, and 2.0 mg/L of thidiazuron (TDZ) to induce adventitious shoots; after 25 days, 5.4 buds were produced per explant, and the induction rate of the adventitious shoots was 88.3%. The adventitious shoots were transferred to 1/2MS medium containing 2.0 mg/L of ZT, 2.0 mg/L of 6-(γ,γ-dimethylallylamino)purine (2iP), and 0.1 mg/L of indole acetic acid (IAA) for the proliferation culture, for which the multiplication coefficient approached 7.5. After multiplication, the adventitious shoots were inoculated into 1/2MS medium containing 1.0 mg/L of indole butyric acid (IBA), 0.5 mg/L of NAA, and 1.0 mg/L of kinetin (KT); the rooting rate was 60.2%, and the average number of roots was 6.9.

5.
Org Lett ; 25(18): 3308-3313, 2023 May 12.
Artigo em Inglês | MEDLINE | ID: mdl-37129411

RESUMO

A scalable electrochemical difunctionalization of gem-difluoroalkenes to structurally versatile difluoro motifs was achieved. This methodology features reagent-free conditions, good functional group tolerance, and a relatively broad substrate scope. Meanwhile, the electrolysis protocol is easy to handle, and the products show good regio- and chemoselectivity. The reaction mechanism was also preliminarily studied.

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