Preparation of 7-Alkylamino-2-methylquinoline-5,8-diones

Choi, Han Young; Kim, Dong Wook; Yoon, Dae; Yoon, Eun Young; Kim, Dong Jin

doi:10.1021/jo0257039

Cited by 20 publications

(5 citation statements)

References 20 publications

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“…Halogenation of 1. , Compound 1 (3.0 mg, 0.016 mmol) was dissolved in 400 μL of dioxane to which 100 μL of dioxane containing 2.85 mg (0.016 mmol) of N -bromosuccinimide (NBS) was added. The reaction mixture was stirred 7 h at room temperature and then dried under N 2 .…”

Section: Methodsmentioning

confidence: 99%

Caulibugulones A−F, Novel Cytotoxic Isoquinoline Quinones and Iminoquinones from the Marine Bryozoan Caulibugula intermis

et al. 2004

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An extract of the marine bryozoan Caulibugula intermis, collected in the Indo-Pacific off Palau, produced a distinct pattern of differential cytotoxicity in the National Cancer Institute's 60 cell line antitumor screen. Bioactivity-directed fractionation of the extract provided six new compounds, caulibugulones A-F (1-6). The structures of these novel metabolites were determined by spectrochemical analyses including LC-MS, HRFABMS, 1-D and 2-D NMR experiments, and by comparison with related compounds. The structures of compounds 2 and 3 were confirmed by chemical interconversion. The isolated compounds exhibited IC(50)'s of 0.03-1.67 microg/mL against murine tumor cells in an in vitro cytotoxicity assay.

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Section: Methodsmentioning

confidence: 99%

Caulibugulones A−F, Novel Cytotoxic Isoquinoline Quinones and Iminoquinones from the Marine Bryozoan Caulibugula intermis

et al. 2004

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“…1 Quinolines and their derivatives have attracted research in areas such as pharmaceuticals and are general synthetic building blocks due to their chemical and biological relevance. 13 8-Hydroxyquinoline and its halo derivatives have attracted studies as analytical reagents and metal-extracting agents because of their ability to complex with metal ions. 14 They are also used as bactericides, 15 fungicides, 16 antimalarial agents, 17 and anticancer agents.…”

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confidence: 99%

Nonreductive Deiodination of ortho-Iodo-Hydroxylated Arenes Using Tertiary Amines

et al. 2005

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A convenient and nonreductive deiodination is reported for the ortho-iodo-hydroxylated arenes including derivatives of quinolinol, phenol, and naphthol. Tertiary amines pyridine, triethylamine, and N-methylmorpholine in the presence of water initiated deiodination of ortho-iodo-hydroxylated arenes without affecting para-iodine and other reduction-susceptible groups. This reported method also works efficiently for polyiodinated systems. Simplicity, short reaction times, and absence of reducing catalyst are features of this method.

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“…2-Methylquinolines have been known as valuable intermediates in synthesis of natural and synthetic products [182,183]. In this regard, simple and economical synthetic methodologies for their synthesis remain an area of high interest.…”

Section: Synthesis Of Quinolines and Other Pyridine Condensed Compoundsmentioning

confidence: 99%

Transition metal-free one-pot synthesis of nitrogen-containing heterocycles

et al. 2015

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One-pot heterocyclic synthesis is an exciting research area as it can open routes for the development of otherwise complex transformations in organic synthesis. Heterocyclic compounds show wide spectrum of applications in medicinal chemistry, chemical biology, and materials science. These heterocycles can be generated very efficiently through highly economical and viable routes using one-pot synthesis. In particular, the metal-free one-pot synthetic protocols are highly fascinating due to several advantages for the industrial production of heterocyclic frameworks. This comprehensive review is devoted to the transition metal-free one-pot synthesis of nitrogen-containing heterocycles from the period 2010-2013.

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Preparation of 7-Alkylamino-2-methylquinoline-5,8-diones

Cited by 20 publications

References 20 publications

Caulibugulones A−F, Novel Cytotoxic Isoquinoline Quinones and Iminoquinones from the Marine Bryozoan Caulibugula intermis

Caulibugulones A−F, Novel Cytotoxic Isoquinoline Quinones and Iminoquinones from the Marine Bryozoan Caulibugula intermis

Nonreductive Deiodination of ortho-Iodo-Hydroxylated Arenes Using Tertiary Amines

Transition metal-free one-pot synthesis of nitrogen-containing heterocycles

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