Development of New Synthetic Reactions for Nitrogen-Containing Compounds and Their Application

Naito, Takeaki

doi:10.1248/cpb.56.1367

Cited by 60 publications

(16 citation statements)

References 106 publications

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“…Naito et al, has previously reported the use of triethylborane (Et 3 B/air) as a radical initiator in the intermolecular radical reactions on solid support [5]. The work to date has been extended to tandem radical addition-cyclization of oxime ethers anchored to polymer support.…”

Section: Peg-bound Reagents and Free Radical Transformations Up To Damentioning

confidence: 99%

Streamlining Organic Free Radical Synthesis through Modern Molecular Technology: from Polymer Supported Synthesis to Microreactors and Beyond

Zhang¹,

Chen²,

Lykakis³

et al. 2010

COS

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Increasing emphasis has been placed on producing synthetic organic compounds faster and more efficiently than can be produced using conventional methodology. It is often observed that tried and true methods for performing synthesis, work-up, and purification on individual or low number of reactions do not scale up well even to a modest level of parallel synthesis. As a result, novel methodologies or parallel and combinatorial chemical synthesis continues be developed at a rapid pace.In general, the specific structure of the target molecule(s) guides the selection of the synthetic methodology (e.g., solid or solution phase) used in given reaction sequence. The phrase "Streamline Organic Synthesis" has been coined as descriptor for methodology that lends itself to efficient application to parallel organic synthesis. The advantages of the past few years in microreactors have demonstrated the miniaturizing of chemistry that significant advantage with respect to cost, safety, throughput, kinetics and scale-up. The use of chemical microreactors for broad spectrum of important chemical transformation has illustrated the utility and benefits for both chemical discovery and development of novel and unique applications. The main objective of this tutorial review article is to bring together two important topics of synthetic free radical chemistry and its applications and advancements to "Streamline Organic Synthesis" on the interface of conventional and alternative materials, such as polymer supported reagents/reactants, use of ultraporous materials (PolyHIPEs) as well as continuous microflow systems of natural zeolite and commercial man-made microreactors.

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Section: Peg-bound Reagents and Free Radical Transformations Up To Damentioning

confidence: 99%

Streamlining Organic Free Radical Synthesis through Modern Molecular Technology: from Polymer Supported Synthesis to Microreactors and Beyond

Zhang¹,

Chen²,

Lykakis³

et al. 2010

COS

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“…Compounds contain nitrogen in their cyclic structure exists numerous biologically active moieties and exhibit numerous application's in chemistry, biology, and other sciences [1][2][3][4][5][6] . Oxadiazines are the molecules with oxygen and two nitrogen rest in different positions of the cyclic structure.…”

Section: Introductionmentioning

confidence: 99%

Review of synthetic strategies in the development of oxadiazine scaffolds

2019

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Heterocycles containing both oxygen and nitrogen are in a tremendous demand for their immense biological activities. Oxadiazines are the scaffolds shown pleasing activities like antibacterial, antifungal, anthelmintic, anti-inflammatory, locomotor, anticonvulsive, antiviral, antitumor, agricultural, insecticidal, nematocidal, miticidal, neurogenerative disorders like Alzheimer disease, blood disorders like anemia and plant regulation. Multiple syntheses of oxadiazine scaffolds like 1,2,4-oxadiazines, 1,2,5-oxadiazines, 1,3,4-oxadiazines, 1,3,5-oxadiazines have been summarized in the review. Several research chemists are making attempts to discover and introduce the new scaffolds for various diseases ailments in the present scenario. Here we made an attempt to introduce the scaffolds of substituted oxadiazines because a lesser amount of research was carried out on these nuclei.

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“…Nitrogen compounds and heterocycles are also basic constituents of many natural and synthetic medicines, as well as of biologically active compounds, including natural products (Naito, 2008;Martins et al, 2015).…”

Section: Introductionmentioning

confidence: 99%

A new biologically active molecular scaffold: crystal structure of 7-(3-hydroxyphenyl)-4-methyl-2H-[1,2,4]triazolo[3,2-c][1,2,4]triazole and selective antiproliferative activity of three isomeric triazolo–triazoles

et al. 2019

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A study of three isomeric compounds containing a phenolic moiety attached to the nitrogen‐rich triazolo–triazole bicycle is presented. In the three isomers, the phenolic OH group is in the ortho, meta and para positions. The crystal structure analysis of the meta isomer (C10H9N5O) shows that the 2H‐tautomer is present in the crystal and that the molecule adopts a substantially planar geometry. However, the conformation found in the crystal is different compared to the monoprotonated cation of the same compound previously investigated in several salts. The packing of the meta isomer is driven by the formation of strong hydrogen bonds and shows the formation of infinite planar ribbons, parallel to a, formed around 21 crystallographic axes. The three isomers were tested against some cancer cell lines and also against normal cell lines. The ortho isomer shows a weak antiproliferative activity, the meta isomer shows significant antiproliferative activity against some cancer lines and no activity against healthy cell lines, and the para isomer is active against all the tested cell lines.

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Development of New Synthetic Reactions for Nitrogen-Containing Compounds and Their Application

Cited by 60 publications

References 106 publications

Streamlining Organic Free Radical Synthesis through Modern Molecular Technology: from Polymer Supported Synthesis to Microreactors and Beyond

Streamlining Organic Free Radical Synthesis through Modern Molecular Technology: from Polymer Supported Synthesis to Microreactors and Beyond

Review of synthetic strategies in the development of oxadiazine scaffolds

A new biologically active molecular scaffold: crystal structure of 7-(3-hydroxyphenyl)-4-methyl-2H-[1,2,4]triazolo[3,2-c][1,2,4]triazole and selective antiproliferative activity of three isomeric triazolo–triazoles

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