- New approach toward the synthesis of deuterated pyrazolo[1,5-a]pyridines and 1,2,4-triazolo[1,5-a]pyridines
-
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).
- Vorob’ev, Aleksey Yu.,Supranovich, Vyacheslav I.,Borodkin, Gennady I.,Shubin, Vyacheslav G.
-
-
Read Online
- 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
-
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.
- Liu, Xiang,Li, Wen,Jiang, Wenxuan,Lu, Hao,Liu, Jiali,Lin, Yijun,Cao, Hua
-
p. 613 - 618
(2022/01/20)
-
- Dual Reactivity of 1,2,3,4-Tetrazole: Manganese-Catalyzed Click Reaction and Denitrogenative Annulation
-
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.
- Chattopadhyay, Buddhadeb,Das, Sandip Kumar,Khatua, Hillol,Roy, Satyajit
-
p. 304 - 312
(2020/10/29)
-
- Synthetic method 1, 2 and 4 - triazole compound
-
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
- -
-
Paragraph 0014-0017
(2021/12/07)
-
- Method for electrochemically synthesizing 1, 2 and 4 - triazole compounds
-
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
- -
-
Paragraph 0022-0037
(2020/10/20)
-
- Heterogeneous Copper(I)-Catalyzed Cascade Addition-Oxidative Cyclization of Nitriles with 2-Aminopyridines or Amidines: Efficient and Practical Synthesis of 1,2,4-Triazoles
-
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-
- Xia, Jianhui,Huang, Xue,Cai, Mingzhong
-
p. 2014 - 2022
(2019/04/26)
-
- Intramolecular electrochemical dehydrogenative N-N bond formation for the synthesis of 1,2,4-triazolo[1,5-a] pyridines
-
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.
- Li, Yong,Ye, Zenghui,Chen, Na,Chen, Zhenkun,Zhang, Fengzhi
-
supporting information
p. 4035 - 4039
(2019/08/07)
-
- Trichloroisocyanuric acid-mediated synthesis of 1,5-fused 1,2,4-triazoles from N-heteroaryl benzamidines via intramolecular oxidative N–N bond formation
-
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
- 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 N-Arylamidines via Chloramine-T Mediated Intramolecular Oxidative N-N Bond Formation
-
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
- Bhatt, Ashish,Kant, Ravi,Sarma, Bhupendra K.,Singh, Rajesh K.
-
p. 3883 - 3890
(2019/10/11)
-
- 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
-
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
- Krishna, Palakodety Radha,Mangarao, Nakka,Nagaraju, Tumula,Sridhar, Balasubramanian
-
p. 3600 - 3610
(2019/09/30)
-
- I2/KI-Mediated Oxidative N-N Bond Formation for the Synthesis of 1,5-Fused 1,2,4-Triazoles from N -Aryl Amidines
-
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
- Song, Lina,Tian, Xianhai,Lv, Zhigang,Li, Ertong,Wu, Jie,Liu, Yangxue,Yu, Wenquan,Chang, Junbiao
-
p. 7219 - 7225
(2015/07/28)
-
- An efficient and recyclable heterogeneous catalytic system for the synthesis of 1,2,4-triazoles using air as the oxidant
-
Copper-zinc supported on Al2O3-TiO2 was found as a simple and efficient heterogeneous catalyst for the oxidative synthesis of 1,2,4-triazole derivatives using air as the green oxidant under ligand-, base- and additive-free conditions. The heterogeneous reactions carried out smoothly with a large range of substrates, including NO2-, vinyl-, pyrimidine- and imidazole-contained starting materials, and provided corresponding triazoles in moderate to excellent yields with low catalyst loading (1.6 mol%). Furthermore, the catalyst can be simply recycled many times without significant loss in catalytic activity. The Royal Society of Chemistry.
- Meng, Xu,Yu, Chaoying,Zhao, Peiqing
-
p. 8612 - 8616
(2014/03/21)
-
- PROCESS FOR THE PREPARATION OF 2-PHENYL-[1,2,4]TRIAZOLO[1,5-A]PYRIDINE DERIVATIVES
-
The invention relates to a novel process for the preparation of 2-phenyl-[1,2,4]triazolo[1,5-a]pyridine derivatives of formula I or of a salt thereof wherein R1 stands for hydrogen, a halogen, for an optionally protected hydroxyl group or for an optionally protected amino group and R2 is hydrogen or a halogen. 2-Phenyl-[1,2,4]triazolo[1,5-a]pyridine derivatives of formula I with their 1,2,4-triazole nucleus build the structural core of a great number of functionalized molecules in medicinal chemistry.
- -
-
Paragraph 0093; 0094; 0095; 0096
(2014/12/09)
-
- PhI(OCOCF3)2-mediated intramolecular oxidative N-N bond formation: Metal-free synthesis of 1,2,4-triazolo[1,5-a]pyridines
-
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.
- Zheng, Zisheng,Ma, Shuangyu,Tang, Linlin,Zhang-Negrerie, Daisy,Du, Yunfei,Zhao, Kang
-
p. 4687 - 4693
(2014/06/09)
-
- PROCESS FOR THE PREPARATION OF 2-PHENYL-[1,2,4]TRIAZOLO[1,5-A]PYRIDINE DERIVATIVES
-
The invention relates to a novel process for the preparation of 2-phenyl-[1,2,4]triazolo[1,5- a]pyridine derivatives of formula I or of a salt thereof wherein R1 stands for hydrogen, a halogen, for an optionally protected hydroxyl group or for an optionally protected amino group and R2 is hydrogen or a halogen. 2-Phenyl-[1,2,4]triazolo[1,5-a]pyridine derivatives of formula I with their 1,2,4-triazole nucleus build the structural core of a great number of functionalized molecules in medicinal chemistry.
- -
-
Page/Page column 15
(2013/08/28)
-
- Highly practical synthesis of nitriles and heterocycles from alcohols under mild conditions by aerobic double dehydrogenative catalysis
-
A mild, aerobic, catalytic process for obtaining nitriles directly from alcohols and aqueous ammonia is described. The reaction proceeds via a dehydrogenation cascade mediated by catalytic CuI, bpy, and TEMPO in the presence of O2. The substrate scope is broad including various functionalized aromatic and aliphatic alcohols. This protocol enabled the one-pot synthesis of various biaryl heterocycles directly from commercially available alcohols.
- Yin, Weiyu,Wang, Chengming,Huang, Yong
-
supporting information
p. 1850 - 1853
(2013/06/04)
-
- Facile synthesis of 1,2,4-triazoles via a copper-catalyzed tandem addition-oxidative cyclization
-
A simple one-step synthesis of 1,2,4-triazole derivatives is provided by a copper-catalyzed oxidative coupling reaction under an atmosphere of air. The process should consist of sequential N-C and N-N bond-forming copper-catalyzed oxidative coupling reactions. Starting materials and the copper catalyst are readily available and inexpensive. A wide range of functional groups are tolerated to achieve chemical diversity.
- Ueda, Satoshi,Nagasawa, Hideko
-
supporting information; experimental part
p. 15080 - 15081
(2010/01/16)
-
- A New Synthesis of the s-Triazolopyridine Ring System
-
A novel and efficient synthesis of s-triazolopyridines was elaborated by reacting 1,2-diaminopyridinium salts with aldehydes. - Keywords: Ring closure; Triazoles, fused; Dipolar cycloaddition
- Hajos, G.,Timari, G.,Messmer, A.,Zagyva, A.,Miskolczi, I.,Schantl, J. G.
-
p. 1213 - 1216
(2007/10/03)
-
- Formation and Pyrolysis of 1-(2'-Pyridyl)-5-aryltetrazoles
-
A number of 1-(2'-pyridyl)-5-aryltetrazoles (Va-k) have been obtained by the reaction of 2-aroylamidopyridines (III) with phosphorus pentachloride and azidolysis of the resulting imidoyl chlorides.The products obtained on pyrolysis of 1-(2'-pyridyl)-5-ary
- Rao, P. Jayaprasad,Reddy, K. Kondal
-
p. 117 - 120
(2007/10/02)
-