59843-58-2Relevant academic research and scientific papers
Molybdenum-silver co-catalyzed cycloaddition of alkynes with: N -isocyanoiminotriphenylphosphorane (NIITP): An efficient strategy for the synthesis of monosubstituted pyrazoles
Mi, Pengbing,Lang, Jiajia,Lin, Shaojian
supporting information, p. 7986 - 7989 (2019/07/10)
A new molybdenum-silver co-catalyzed [3+2] cycloaddition of alkynes with N-isocyanoiminotriphenylphosphorane (NIITP) has been described. The NIITP serves as a non-toxic, facile "CNN" source. Over 30 substrates were successfully converted to the desired compounds in good to excellent yields.
Silver-Mediated [3 + 2] Cycloaddition of Alkynes and N-Isocyanoiminotriphenylphosphorane: Access to Monosubstituted Pyrazoles
Yi, Fanhua,Zhao, Wanjun,Wang, Zikun,Bi, Xihe
supporting information, p. 3158 - 3161 (2019/05/10)
A silver-mediated [3 + 2] cycloaddition of "CNN" and "C≡C" for constructing pyrazoles has been described. The "CNN" building block used is N-isocyanoiminotriphenylphosphorane, which is a stable, safe, easy-to-handle, and odorless solid isocyanide. The reaction is characterized by its mild conditions, broad substrate scope, and excellent functional group tolerance.
Preparation method of pyrazole derivative (by machine translation)
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Paragraph 0061-0065, (2019/12/02)
The preparation method comprises the following steps: mixing an alkyne propyl alcohol derivative, a halogen source, an acid and a solvent, heating and reacting, and reacting to Meyer - Schuster generate the pyrazole derivative. Compared with the prior art, the preparation method disclosed by the invention has 91% the advantages of maximum yield, simple operation, mild conditions, high conversion rate, few byproducts and the like, and provides a brand-new synthetic method for construction of pyrazole compounds. (by machine translation)
Preparing method for monosubstituted pyrazole compound
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Paragraph 0060; 0065-0073, (2019/10/01)
The invention belongs to the field of chemical synthesis, and particularly relates to a preparing method for a monosubstituted pyrazole compound. The preparing method includes the following steps thatunder catalysis of a molybdenum compound, an alkyne compound and N-isocyano triphenyl phosphinimine react in an organic solvent, and the monosubstituted pyrazole compound is obtained. The alkyne compound is of a structure in a formula (I), and the monosubstituted pyrazole compound is of a structure in a formula (II), wherein R is alkyl or substitution alkyl or aryl or substitution aryl or heteroaryl or substitution heteroaryl. According to the method, the alkyne compound and the N-isocyano triphenyl phosphinimine serve as reaction substrates, the molybdenum compound serves as a catalyst, anda series of monosubstituted pyrazole compounds can be synthesized by adjusting the specific type of the alkyne compound. The method is easy to operate, the raw materials and reagents are easy to obtain, and the method is mild in condition, environmentally friendly and particularly suitable for large-scale industrial production.
Transition Metal, Azide, and Oxidant-Free Homo- and Heterocoupling of Ambiphilic Tosylhydrazones to the Regioselective Triazoles and Pyrazoles
Panda, Subhankar,Maity, Pradip,Manna, Debasis
supporting information, p. 1534 - 1537 (2017/04/13)
With N-tosylhydrazone as an ambiphilic reagent, an unprecedented cyclization reaction of two identical or different tosylhydrazones has been developed to access various 4,5-disubstituted-2H-triazoles under transition metal, azide, and oxidant-free conditi
Calcium carbide as the acetylide source: Transition-metal-free synthesis of substituted pyrazoles via [1,5]-sigmatropic rearrangements
Yu, Yue,Huang, Wei,Chen, Yang,Gao, Bingjie,Wu, Wanqing,Jiang, Huanfeng
supporting information, p. 6445 - 6449 (2018/06/08)
Under transition-metal-free conditions, calcium carbide was used as the acetylide source to react with a wide range of N-tosylhydrazones derived from aldehydes or ketones, affording various substituted pyrazoles in good yields with high regioselectivities. The transformations go through [3 + 2] cycloadditions followed by [1,5]-sigmatropic rearrangements, which are supported by deuterium-labeling experiments.
Chemoselective Reduction of α-Cyano Carbonyl Compounds: Application to the Preparation of Heterocycles
Pollack, Scott R.,Kuethe, Jeffrey T.
supporting information, p. 6388 - 6391 (2016/12/23)
β-Aminoacrylates are reactive intermediates that are useful building blocks in synthesis. General methods for their preparation typically afford α and β disubstitution patterns or β only. Molecules with only α-substituents (β-hydrogen) are much less well-known. A chemoselective reductive tautomerization of α-cyanoacetates, using DIBAL-H, has been developed to access these valuable synthons. α,β-Unsaturated cyanoacetates and α-cyanoketones can, also, be selectively reduced via this methodology. A series of heterocycles were prepared using these β-enamino carbonyl compounds.
Clean and efficient synthesis of pyrazole derivatives in aqueous media
Xu, Pan,Xi, Yu-Kun,Chen, Hui,Shi, Da-Qing
, p. 611 - 613 (2015/03/30)
A series of 5-aryl-1H-pyrazole derivatives were synthesized via the reaction of 3-(dimethylamino)-1-arylprop-2-en-1-one with hydrazine in aqueous media without using any catalyst. This method has the advantages of easier work-up, mild reaction condition, high yields, and an environmentally benign procedure.
Novel crown ether functionalized imidazolium-based acidic ionic liquid catalyzed synthesis of pyrazole derivatives under solvent-free conditions
Patil, Dayanand,Chandam, Dattatraya,Mulik, Abhijeet,Jagdale, Suryabala,Patil, Prasad,Deshmukh, Madhukar
, p. 6843 - 6858 (2015/08/18)
Abstract An innovatively designed novel crown ether functionalized imidazolium-based reusable acidic ionic liquid [crown ether MIm] [HSO4] has been efficiently implemented for the synthesis of pyrazole derivatives using various substituted enaminones, hydrazine hydrate and phenyl hydrazine under solvent-free conditions. Structural novelty and task efficiency of the catalyst, high yields of desired products, greener approach attributing high atom economy and solvent-free conditions render this protocol suitable to cope with the current demand in contemporary organic chemistry. The inventive idea of utilizing crown ether functionalized ionic liquid as a catalyst was for the first time demonstrated in this protocol.
An efficient synthesis of isoxazoles and pyrazoles under ultrasound irradiation
Huang, Zhi-Bin,Li, Li-Li,Zhao, Yan-Wei,Wang, Hui-Yuan,Shi, Da-Qing
, p. E309-E313 (2014/11/07)
A series of 5-arylisoxazole and 5-aryl-1H-pyrazole derivatives was synthesized by the reaction of 3-(dimethylamino)-1-arylprop-2-en-1-one with hydroxylamine hydrochloride or hydrazine hydrate under ultrasound irradiation without using any catalyst. This m
