4931-08-2Relevant academic research and scientific papers
Transition-Metal-Free Synthesis of 1,2-diphenyl-1H-benzo[d] Imidazole Derivatives from N-phenylbenzimidamides and Cyclohexanones
Lu, Guoqiang,Luo, Nan,Hu, Fangpeng,Ban, Zihui,Zhan, Zhenzhen,Huang, Guo-Sheng
supporting information, p. 487 - 492 (2019/12/12)
A transition-metal-free strategy for the formation of 1,2-diphenyl-1H-benzo[d] imidazoles from N-phenylbenzimidamides and cyclohexanones is introduced. This is the first report on the direct synthesis of 1,2-diphenyl-1H-benzo[d] imidazoles from cyclohexanones and N-phenylbenzimidamides via iodine- promoted oxidative cyclization. Non-aromatic cyclohexanones were smoothly dehydrogenated, and acted as an aryl source using oxygen as a green oxidant. The catalytic use of iodine makes this method quite simple, more economical and convenient. Under optimized conditions, various substituted 1,2-diphenyl-1H-benzo[d] imidazoles were smoothly reacted, and the desired substituted imidazoles were generated with moderate to excellent yields. (Figure presented.).
Base-Mediated Amination of Alcohols Using Amidines
Chen, Jianbin,Fang, Yanchen,Jia, Xiaofei,Jiang, Shaohua,Li, Zehua,Liang, Zuyu,Lu, Fenghong,Qi, Shuo,Ren, Chaoyu,Yu, Shuangming,Zhang, Chunyan,Zhang, Guoying,Zhang, Sheng
, p. 7728 - 7738 (2020/07/15)
Novel and efficient base-mediated N-alkylation and amidation of amidines with alcohols have been developed, which can be carried out in one-pot reaction conditions, which allows for the synthesis of a wide range of N-alkyl amines and free amides in good to excellent yields with high atom economy. In contrast to borrowing hydrogen/hydrogen autotransfer or oxidative-type N-alkylation reactions, in which alcohols are activated by transition-metal-catalyzed or oxidative aerobic dehydrogenation, the use of amidines provides an effective surrogate of amines. This circumvents the inherent necessity in N-alkylation of an oxidant or a catalyst to be stabilized by ligands.
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
The dearomative annulation between N -2-pyridylamidine and CO2 toward pyrido[1,2-a]-1,3,5-triazin-4-ones
Xia, Minfang,Hu, Weiming,Sun, Song,Yu, Jin-Tao,Cheng, Jiang
supporting information, p. 4064 - 4067 (2017/07/10)
A base-promoted dearomative annulation between N-2-pyridylamidine and an atmospheric pressure of CO2 was developed, affording a series of pyrido[1,2-a]-1,3,5-triazin-4-ones in moderate to excellent yields. CO2 served as a carbonyl so
Vanadium-Catalyzed Oxidative C(CO)-C(CO) Bond Cleavage for C-N Bond Formation: One-Pot Domino Transformation of 1,2-Diketones and Amidines into Imides and Amides
Digwal, Chander Singh,Yadav, Upasana,Ramya, P. V. Sri,Sana, Sravani,Swain, Baijayantimala,Kamal, Ahmed
, p. 7332 - 7345 (2017/07/26)
A novel vanadium-catalyzed one-pot domino reaction of 1,2-diketones with amidines has been identified that enables their transformation into imides and amides. The reaction proceeds by dual acylation of amidines via oxidative C(CO)-C(CO) bond cleavage of 1,2-diketones to afford N,N′-diaroyl-N-arylbenzamidine intermediates. In the reaction, these intermediates are easily hydrolyzed into imides and amides through vanadium catalysis. This method provides a practical, simple, and mild synthetic approach to access a variety of imides as well as amides in high yields. Moreover, one-step construction of imide and amide bonds with a long-chain alkyl group is an attractive feature of this protocol.
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.
A convenient regioselective synthesis of (2E)-2-[2,3,6-triarylpyrimidin- 4(3H)-ylidene]acetonitriles through ring transformation reactions
Patil, Umesh D.,Mahulikar, Pramod P.
supporting information, p. 343 - 346 (2013/02/23)
We report a greener, economical, highly convenient and regioselective synthesis of (2E)-2-[2,3,6-arylpyrimidin-4(3H)-ylidene)acetonitriles derivatives 3. This is achieved by a strategy involving ring transformation reaction of 4-(methylthio)-2-oxo-6-aryl-
Facile synthesis of 1,2,4-triazoles via a copper-catalyzed tandem addition-oxidative cyclization
Ueda, Satoshi,Nagasawa, Hideko
supporting information; experimental part, p. 15080 - 15081 (2010/01/16)
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.
Adsorptive stripping voltammetric determination of nickel(II) using N-2-pyridyl-benzamidine as a complexing reagent
Mahajan,Dhawan
, p. 981 - 984 (2007/10/03)
An adsorptive stripping voltammetric method for the trace measurement of nickel(II) based on the use of N-2-pyridyl- benzamidine as the complexing agent at hanging mercury drop electrode in 0.8 M NH4Cl/NH3 buffer of pH 9.6 is describ
