24108-44-9Relevant academic research and scientific papers
Gold-Catalyzed Oxidation of Internal Alkynes into Benzils and its Application for One-Pot Synthesis of Five-, Six-, and Seven-Membered Azaheterocycles
Dubovtsev, Alexey Yu.,Dar'in, Dmitry V.,Krasavin, Mikhail,Kukushkin, Vadim Yu.
, p. 1856 - 1864 (2019/02/19)
Internal alkynes have been shown to undergo oxidation to substituted benzils (1,2-diarylethane-1,2-diones) by α-picoline N-oxide in the presence of Ph3PAuNТf2 (5 mol-%). In addition to the unsubstituted benzil, the method allows preparing, under markedly mild conditions (50 °C in chlorobenzene), various non-symmetrical products, including heteroaromatic versions thereof which are much more difficult to obtain otherwise. This gold(I)-catalyzed transformation was integrated into one-pot reaction sequence delivering a range of 5- to 7-membered ring systems (imidazoles, quinoxalines, 1,2,4-triazines, pyrazines, and 1,4-diazepines), thus linking these important heterocyclic motifs to the internal alkyne reagent space.
Synthesis of Azaphosphinines by Directed Inverse-Electron-Demand Hetero-Diels–Alder Reactions with Na(OCP)
Hansmann, Max M.
supporting information, p. 11573 - 11577 (2018/07/31)
Herein, a straightforward synthetic approach towards azaphosphinines is reported. The synthesis of 1,3- and 1,4-aza-λ3-phosphinines as well as 1,2,4-diaza-λ3-phosphinines by inverse-electron-demand hetero-Diels–Alder reactions of sod
Synthesis of 1,2,4-triazine derivatives via [4 + 2] domino annulation reactions in one pot
Tang, Dong,Wang, Jing,Wu, Ping,Guo, Xin,Li, Ji-Hui,Yang, Sen,Chen, Bao-Hua
, p. 12514 - 12518 (2016/02/18)
Simple and efficient [4 + 2] domino annulation reactions have been developed for the synthesis of 1,2,4-triazine derivatives. The strategies exhibit high performance with moderate to high yields, using easily available materials including ketones, aldehyd
Solvent-free synthesis of triazines using N-halosulfonamides
Ghorbani-Vaghei, Ramin,Shahriari, Azadeh,Salimi, Zahra,Hajinazari, Somayeh
, p. 3665 - 3669 (2015/02/03)
In this study, N,N,N′,N′-tetrabromobenzene-1,3-disulfonamide and poly(N-bromo-N-ethylbenzene-1,3-disulfonamide) were used as efficient catalysts for the one-pot synthesis of 3,5,6-trisubstituted-1,2,4-triazines from readily available acid hydrazides, ammo
Synthesis of trisubstituted 1,2,4-triazines in presence of NaHSO 4/SiO2
Azizian,Krimi
experimental part, p. 980 - 982 (2011/12/15)
An efficient method for the synthesis of trisubstituted 1,2,4-triazines, phenanthro-1,2,4-triazines and acenaphtho-1,2,4-triazines derivatives by three-component condensation of benzil or phenanthrene-9,10-dione or acenaphthylene-1,2-dione, with acid hydr
Novel one pot synthesis of substituted 1,2,4-triazines
Nongkhlaw, Rishan Lang,Myrboh, Bekington
, p. 67 - 72 (2007/10/03)
Substituted-1,2,4-triazines were conveniently prepared in one pot by the condensation of amides and 1,2-diketones in presence of base, followed by cyclisation with hydrazine hydrate.
One-pot synthesis of 1,2,4-triazines
Rostamizadeh, Shahnaz,Sadeghi, Kamran
, p. 1899 - 1902 (2007/10/03)
1,2,4-Triazines have been prepared from the one-pot condensation reaction of acid hydrazide (1), ammonium acetate and dicarbonyl compounds (2) on the surface of silica gel in the presence of triethylamine under microwave irradiation.
PHOTOCHEMISTRY OF N-HETEROCYCLES, II PHOTOCHEMICALLY INDUCED REDUCTION AND OXIDATION OF SOME 2(4),5-DIHYDRO-1,2,4-TRIAZINES, HIGH PRESSURE LIQUID CHROMATOGRAPHY STUDIES
Nagy, Jozsef,Nyitrai, Jozsef,Lempert, Karoly,Fekete, Jeno,Kocsi, Emilia
, p. 733 - 742 (2007/10/02)
The salts 1a-1c, 2a, and 3a of the 3,5,6-triphenyl-2(4),5-dihydro-1,2,4-triazines 1-3 were irradiated with a high pressure mercury immersion lamp (λ300 nm) in various alcohols and the reactions were followed by HPLC.The singlet excited states of the cations of the salts 1a-1c, 2a and 3a are thought to act as single electron acceptors.The resulting radicals A are converted by proton transfer into the radical cations B, which may become stabilized either by recombination with a hydroxyalkyl radical and proton loss to give the adduct 10, or by successive reduction and ring contractions to yield the corresponding pyrazoles 4 and 5, or the imidazoles 6 and 7.The latter are smoothly photodehydrogenated to the corresponding phenanthro-imidazoles 8 and 9.The photoexcited cation of salt 1a is able to dehydrogenate the base 1 to the aromatic triazine 11.When irradiated in alcohol possessing α-hydrogen atoms, compound 11 is reduced and furnishes the ring contraction products 4 and 8.The relative amounts of the pyrazole 4 and of the phenanthroimidazole 8 depend on whether compound 1 or 11 is used as the starting material.This observation suggests two independent pathways for the formation of compound 8.A mechanistic interpretation of the total photochemical process is presented.
Uncondensed 1,2,4-Triazines: Part II - Mechanistic Pathway of Grignard Reaction on 1,2,4-Triazines
Zaher, H. A.,Ibrahim, Y. A.,Sherif, O.,Mohammady, R.
, p. 559 - 561 (2007/10/02)
Phenylmagnesium bromide reacts with 3-chloro-5,6-diphenyl-1,2,4-triazine (I) to give eleven products (II-XI and an undefined product with m.p. 270 deg C).A suitable mechanism for their formation has been discussed.
