779-24-8Relevant academic research and scientific papers
New approach toward the synthesis of deuterated pyrazolo[1,5-a]pyridines and 1,2,4-triazolo[1,5-a]pyridines
Vorob’ev, Aleksey Yu.,Supranovich, Vyacheslav I.,Borodkin, Gennady I.,Shubin, Vyacheslav G.
, p. 800 - 805 (2017)
An efficient and operationally simple synthesis of 7-deuteropyrazolo[1,5-a]pyridine and 7-deutero-1,2,4-triazolo[1,5-a]pyridine derivatives using α-H/D exchange of 1-aminopyridinium cations in basic D2O followed by a 1,3-cycloaddition of acetylenes and nitriles is presented. A high regioselectivity and a high degree of deuterium incorporation were achieved. The procedure was applied for several 4-R-1-aminopyridinium cations (R = H, Me, OMe).
Cu(II)-Catalyzed C-H Amidation/Cyclization of Azomethine Imines with Dioxazolones via Acyl Nitrenes: A Direct Access to Diverse 1,2,4-Triazole Derivatives
Liu, Xiang,Li, Wen,Jiang, Wenxuan,Lu, Hao,Liu, Jiali,Lin, Yijun,Cao, Hua
, p. 613 - 618 (2022/01/20)
We report a Cu(II)-catalyzed C-H amidation/cyclization of azomethine imines with dioxazolones as acyl nitrene transfer reagents under additive-and ligand-free conditions. An array of 1,2,4-triazolo[1,5-a]pyridine derivatives were afforded in moderate to good yields with excellent functional group tolerance. In addition, scale-up reaction and photoluminescence properties were discussed.
Dual Reactivity of 1,2,3,4-Tetrazole: Manganese-Catalyzed Click Reaction and Denitrogenative Annulation
Chattopadhyay, Buddhadeb,Das, Sandip Kumar,Khatua, Hillol,Roy, Satyajit
, p. 304 - 312 (2020/10/29)
A general catalytic method using a Mn-porphyrin-based catalytic system is reported that enables two different reactions (click reaction and denitrogenative annulation) and affords two different classes of nitrogen heterocycles, 1,5-disubstituted 1,2,3-triazoles (with a pyridyl motif) and 1,2,4-triazolo-pyridines. Mechanistic investigations suggest that although the click reaction likely proceeds through an ionic mechanism, which is different from the traditional click reaction, the denitrogenative annulation reaction likely proceeds via an electrophilic metallonitrene intermediate rather than a metalloradical intermediate. Collectively, this method is highly efficient and offers several advantages over other methods. For example, this method excludes a multi-step synthesis of the N-heterocyclic molecules described and produces only environmentally benign N2 gas a by-product.
Synthetic method 1, 2 and 4 - triazole compound
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Paragraph 0014-0017, (2021/12/07)
The invention discloses 1. 2,4 - Triazole compound synthesis method belongs to the technical field of synthesis of triazole compounds. After the reaction is finished, the reaction is carried out under the heating condition, and the target product 1, 2 and
Method for electrochemically synthesizing 1, 2 and 4 - triazole compounds
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Paragraph 0022-0037, (2020/10/20)
The invention discloses a method of electrochemically synthesizing a 1, 2, 4-triazole compound. The method includes: dissolving a compound (I) and quaternary ammonium salt into acetonitrile, stirringat room temperature of 50 DEG C to obtain reaction liqui
Heterogeneous Copper(I)-Catalyzed Cascade Addition-Oxidative Cyclization of Nitriles with 2-Aminopyridines or Amidines: Efficient and Practical Synthesis of 1,2,4-Triazoles
Xia, Jianhui,Huang, Xue,Cai, Mingzhong
, p. 2014 - 2022 (2019/04/26)
The heterogeneous cascade addition-oxidative cyclization of nitriles with 2-aminopyridines or amidines was achieved in 1,2-dichlorobenzene or DMSO at 120-130 °C by using a 1,10-phenanthroline-functionalized MCM-41-supported copper(I) complex [Phen-MCM-41-
Intramolecular electrochemical dehydrogenative N-N bond formation for the synthesis of 1,2,4-triazolo[1,5-a] pyridines
Li, Yong,Ye, Zenghui,Chen, Na,Chen, Zhenkun,Zhang, Fengzhi
supporting information, p. 4035 - 4039 (2019/08/07)
A metal- and oxidant-free intramolecular dehydrogenative N-N bond formation has been developed under mild and scalable electrolytic conditions. Various valuable 1,2,4-triazolo[1,5-a]pyridines were synthesized efficiently from the readily available N-(2-pyridyl)amidines. The reactions were conducted in a simple undivided cell under constant current conditions with nBu4NBr as both the redox mediator and the electrolyte. This protocol was applied to the efficient synthesis of key intermediates for anti-diabetic compounds.
Trichloroisocyanuric acid-mediated synthesis of 1,5-fused 1,2,4-triazoles from N-heteroaryl benzamidines via intramolecular oxidative N–N bond formation
Bhatt, Ashish,Singh, Rajesh K.,Sarma, Bhupendra K.,Kant, Ravi
supporting information, (2019/08/13)
A convenient synthesis of 1,5-fused 1,2,4-triazoles from readily available N-heteroaryl benzamidines is reported. The reaction is efficiently promoted by trichloroisocyanuric acid to afford the desired products, mostly in high yields and in relatively sho
A Convenient Synthesis of 1,5-Fused 1,2,4-Triazoles from N-Arylamidines via Chloramine-T Mediated Intramolecular Oxidative N-N Bond Formation
Bhatt, Ashish,Kant, Ravi,Sarma, Bhupendra K.,Singh, Rajesh K.
, p. 3883 - 3890 (2019/10/11)
A convenient synthesis of 1,5-fused 1,2,4-triazoles from readily available N-arylamidines is reported. The reaction is efficiently promoted by chloramine-T to afford the desired products mostly in high yields and in relatively short time, through direct m
PhI(OAc) 2 -Mediated Regioselective Synthesis of 5-Guanidino-1,2,4-thiadiazoles and 1,2,4-Triazolo[1,5- a ]pyridines via Oxidative N-S and N-N Bond Formation
Krishna, Palakodety Radha,Mangarao, Nakka,Nagaraju, Tumula,Sridhar, Balasubramanian
, p. 3600 - 3610 (2019/09/30)
An effective and expeditious approach for the construction of biologically important 5-guanidino-1,2,4-thiadiazole and 1,2,4-triazolo[1,5- a ]pyridine derivatives has been developed. This new protocol involves the phenyliodine(III) diacetate [PhI(OAc) su
