1606181-83-2Relevant academic research and scientific papers
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.
Method for electrochemically synthesizing 1, 2 and 4 - triazole compounds
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Paragraph 0022-0037; 0074-0077, (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
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
I2/KI-Mediated Oxidative N-N Bond Formation for the Synthesis of 1,5-Fused 1,2,4-Triazoles from N -Aryl Amidines
Song, Lina,Tian, Xianhai,Lv, Zhigang,Li, Ertong,Wu, Jie,Liu, Yangxue,Yu, Wenquan,Chang, Junbiao
, p. 7219 - 7225 (2015/07/28)
An I2/KI-mediated oxidative N-N bond formation reaction is described. This new and environmentally benign approach allows for the convenient synthesis of a variety of 1,2,4-triazolo[1,5-a]pyridines and other 1,5-fused 1,2,4-triazoles from readi
PhI(OCOCF3)2-mediated intramolecular oxidative N-N bond formation: Metal-free synthesis of 1,2,4-triazolo[1,5-a]pyridines
Zheng, Zisheng,Ma, Shuangyu,Tang, Linlin,Zhang-Negrerie, Daisy,Du, Yunfei,Zhao, Kang
, p. 4687 - 4693 (2014/06/09)
The biologically important 1,2,4-triazolo[1,5-a]pyridines were readily synthesized from N-(pyridin-2-yl)benzimidamides via phenyliodine bis(trifluoroacetate)-mediated intramolecular annulation. This novel strategy allows for the convenient construction of a 1,2,4-triazolo[1,5-a]pyridine skeleton through direct metal-free oxidative N-N bond formation, featuring a short reaction time and high reaction yields.
