66870-43-7Relevant academic research and scientific papers
Preparation method for pyrazole
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Paragraph 0011; 0012; 0013; 0014; 0015; 0016; 0017; 0018, (2017/08/26)
The invention relates to a preparation method for pyrazole, belonging to the field of organic chemistry. The preparation method disclosed in the invention realizes preparation of pyrazole through a cyclization reaction of N-alkylated phenylsulfonylhydrazone with terminal alkyne. The reaction has good function group tolerance and high yield and is applicable to a wide range of substrates.
Aluminum Chloride Mediated Reactions of N-Alkylated Tosylhydrazones and Terminal Alkynes: A Regioselective Approach to 1,3,5-Trisubstituted Pyrazoles
Tang, Meng,Wang, Yun,Wang, Hu,Kong, Yuanfang
, p. 3065 - 3076 (2016/09/09)
Aluminum chloride mediated reactions of N-alkylated tosylhydrazones and terminal alkynes are reported. The protocol is applied to a wide range of substrates, and demonstrates excellent functional group tolerance. A series of 1,3,5-trisubstituted pyrazoles is prepared in good to high yields with complete regioselectivity.
Regioselective synthesis of 1,3,5-Trisubstituted Pyrazoles from N-Alkylated Tosylhydrazones and terminal Alkynes
Kong, Yuanfang,Tang, Meng,Wang, Yun
supporting information, p. 576 - 579 (2014/04/03)
An efficient synthesis of 1,3,5-trisubstituted pyrazoles from Nalkylated tosylhydrazones and terminal alkynes was developed. The protocol was applied to a wide range of substrates and demonstrated excellent tolerance to a variety of substituents, includin
The preparation of substituted pyrazoles from β,β-dibromo-enones by a tandem condensation/Suzuki-Miyaura cross-coupling process
Beltrán-Rodil, Sandra,Edwards, Michael G.,Pugh, David S.,Reid, Mark,Taylor, Richard J.K.
scheme or table, p. 602 - 606 (2010/09/18)
Two consecutive tandem processes are described for the regioselective, two-step synthesis of 1,3,5-trisubstituted pyrazoles from α- hydroxyketones. The first, a tandem MnO2-mediated oxidation/Ramirez olefination reaction, provides a facile route to β,β-dibromo-enones. These valuable 1,3-dicarbonyl synthons can then be converted into 1,3,5-trisubstituted pyrazoles via a second tandem hydrazine condensation/Suzuki-Miyaura cross-coupling reaction. Using these procedures, a range of aryl and alkyl α-hydroxyketones have been transformed regioselectively into 1,3,5-trisubstituted pyrazoles. Georg Thieme Verlag Stuttgart.
1,3-Diketones from acid chlorides and ketones: A rapid and general one-pot synthesis of pyrazoles
Heller, Stephen T.,Natarajan, Swaminathan R.
, p. 2675 - 2678 (2007/10/03)
1,3-Diketones were synthesized directly from ketones and acid chlorides and were then converted in situ into pyrazoles by the addition of hydrazine. This method is extremely fast, general, and chemoselective, allowing for the synthesis of previously inaccessible pyrazoles and synthetically demanding pyrazole-containing fused rings.
One-pot construction of pyrazoles and isoxazoles with palladium-catalyzed four-component coupling
Mohamed Ahmed, Mohamed S.,Kobayashi, Kei,Mori, Atsunori
, p. 4487 - 4489 (2007/10/03)
(Chemical Equation Presented) Four-component coupling of a terminal alkyne, hydrazine (hydroxylamine), carbon monoxide, and an aryl iodide furnishes pyrazole or isoxazole derivatives in the presence of a palladium catalyst. The reaction proceeds at room temperature and an ambient pressure of carbon monoxide in an aqueous solvent system.
Regioselective Synthesis of 1,3,5-Substituted Pyrazoles from Acetylenic Ketones and Hydrazines
Bishop, Brian C.,Brands, Karel M. J.,Gibb, Andrew D.,Kennedy, Derek J.
, p. 43 - 52 (2007/10/03)
The synthesis of diversely substituted 1,3,5-substituted pyrazoles from the reaction of acetylenic ketones with substituted hydrazines is reported. The reactions were shown to be highly regioselective regardless of the nature of the substituents in the su
Regioselective synthesis of polysubstituted pyrazoles and isoxazoles
Katritzky,Wang,Zhang,Voronkov,Steel
, p. 6787 - 6791 (2007/10/03)
A regioselective synthesis has been developed for the preparation of unsymmetrical 1,3,5-triaryl-4-alkylpyrazolines and -pyrazoles by treatment of α-benzotriazolyl-α,β-unsaturated ketones with monosubstituted hydrazines followed by alkylation at the 4-position of the pyrazoline ring. Reaction of α-benzotriazolyl-α,β-unsaturated ketones with hydroxylamine gives 3,5-disubstituted isoxazoles regioselectively.
