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Herein, we describe a photoinitiated and regioselective synthesis of 2-substituted indoles under mild reaction conditions. This biologically privileged scaffold was accessed in good yields from N-aroylbenzotriazoles, a quencher class previously identified using our mechanism-based luminescence screening, and terminal alkynes in the presence of a photocatalyst and blue light irradiation. This straightforward protocol displays a broad substrate scope and functional group tolerance. Furthermore, the mildness and robustness of the reaction were assessed by the application of an additive-based robustness screen. The determination of the reaction quantum yield and Stern-Volmer studies support the proposed photoinitiated radical chain mechanism.

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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N915 | ChemSpider

 

The Shocking Revelation of 6344-72-5

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The quinoxaline-based compound serves as a reaction substrate, rhodium metal catalysis, zinc powder, an additive or a ligand are dissolved in a drying solvent, and then the quinoxaline-TLC based reaction substrate is added 40 – 80 C. The method has the advantages of cheap and easily available reagents, simple method, convenient operation and strong atomic economy, and is suitable for routine preparation. (by machine translation)

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Condensation reactions of N’-phenylbenzohydrazide, N’-phenylbenzothiohydrazide, and dithizone with a variety of activated aromatic and heteroaromatic 1,2-dihalogeno and 1-halogeno-2-nitro compounds are described in which the hydrazide or thiohydrazide functions as a bidentate nucleophile.These reactions lead to derivatives of the 4H-1,3,4-benzoxadiazines and 4H-1,3,4-benzothiadiazines and analogous pyrimido-, pyrazino-, and quinoxalinooxadiazines and -thiadiazines which are representative of new ring systems.The corresponding reaction of N’-phenylbenzothiohydrazide with chloranil proceeds with expulsion of sulfur.The mechanism of this reaction is discussed.

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A systematic study of the synthesis and properties of 1-aza-, 4-aza-, and 1,4-diaza[4]helicenes as well as the previously unknown S-shaped double 1,4-diaza[4]helicenes has been reported. The synthetic route to the aza- and diaza[4]helicenes involved an electrophile-induced cyclization of 3(2)-alkynyl-2(3)-(naphthalen-1-yl)azines (i.e., quinoxaline, pyrazine, pyridine), which were prepared in two steps from the commercially available ortho-dihalo-substituted azine. Trifluoroacetic acid (TFA) and ICl were used as electrophiles. The ICl-promoted cyclization provided the 5-iodo derivatives of the aza- and diaza[4]helicenes in yields of 47?71 %. The use of TFA as the electrophile afforded the helicenes along with isomeric products from an alternative cyclization and subsequent 1,2-shift of the C?C bond (e.g., naphtho[2,1-f]quinoxalines or naphtho[2,1-a]phenazines, 87?89 % total yield, 1.5?1.8:1 ratio). The presence of an iodine substituent in the hetero[4]helicenes allowed for the introduction of an alkynyl group by using a Sonogashira reaction. The subsequent cycloizomerization upon treatment with TFA gave the S-shaped double 1,4-diaza[4]helicenes. The molecular structures and crystal packing of the synthesized hetero[4]helicenes relative to those of [4]carbohelicene have been discussed.

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The important role of Quinoxaline-2,3(1H,4H)-dione

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The self-assembly of Co(O2CPh)2 with a 2,3-dihydroxyquinoxaline (H2dhq) linker has revealed a new two-dimensional cluster-based compound, [Co4(OMe)2(O 2CPh)2(dhq)2(MeOH)2]n, which shows spin-canted magnetization and a definite magnetic hysteresis loop.

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Quinoxaline – Wikipedia,
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A simple method for the introduction of a methyl and higher aliphatic group to various heteroarenes using very inexpensive reagents is described. It is based on the radical addition of a carboxylic xanthate followed by decarboxylation. Depending on the heteroarene structure, the decarboxylation can be spontaneous or induced by heating in N,N-dimethylacetamide or N-methyl pyrrolidone in a microwave oven.

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Quinoxaline – Wikipedia,
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Compounds of the class comprising (quinolinyl and quinoxalinyloxy)phenoxy) alkenols, e.g., 4-(4-((6-chloro-2-quinolinyl)oxy)phenoxy)-2-penten-1-ol; and a method of preparation, comprising reacting an appropriately substituted quinoline or quinoxaline, e.g., 2,6-dichloroquinoline, with a phenolic substituted pentenol, e.g., 4-(4-hydroxyphenoxy)-2-penten-1-ol, in the presence of a base and organic solvent under an inert atmosphere with or without heat, and then recovering the product. These compounds are useful as intermediates for preparing various known herbicidal compounds and are useful in their own right as post-emergent herbicides for controlling grassy weeds in the presence of corn plants.

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Quinoxaline – Wikipedia,
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Properties and Exciting Facts About Quinoxaline-6-carboxylic acid

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The preparation method of the quinoxaline-containing triketone compound disclosed by the invention as shown in the following general formula, mainly comprises contacting. with a compound represented by the formula (I) in the presence of a base and a solvent . (II). The preparation method of (I) comprises the following general formula: R. 1 , R2 , R3 , R4 As defined. in the specification, the quinoxaline-containing triketone compound of the present invention has a high herbicidal activity, especially for controlling broad-leaved weeds and/or gramineous weeds, preventing and treating effects even better than some commercially available commercial herbicides. (by machine translation)

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Benzofuroxan (1) reacts with phosphorus ylide 2 to give benzimidazole derivatives 8 and 10, whereas reaction of 1 with ylide 12 furnishes quinoxaline 17 via an initial Wittig-type reaction.Similarly the reaction between the furoxano<3,4-b>quinoxalines 19a or 19b and the ylide 2 yielded compounds 22a and 22b, respectively.In these reactions as well as in the reactions of the above furoxans with other phosphorus ylides, a significant deoxygenation of the furoxans to furazans with subsequent oxidation of the ylides is generally observed.

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Quinoxaline – Wikipedia,
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We developed an efficient method for the transformation of indoles by utilizing a copper catalyst and molecular oxygen as the oxidant. The transformation involves a tandem oxidative process of 2-arylindoles. Our reaction afforded a variety of N-benzoyl anthranilic acids and benzoxazinones. Our investigation revealed that the choice of solvent and additives is critical in these reactions.

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Quinoxaline – Wikipedia,
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