66870-45-9Relevant academic research and scientific papers
Preparation method for pyrazole
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Paragraph 0011; 0012; 0013; 0014; 0015; 0016; 0019; 0020, (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.
One-Pot Coupling-Coupling-Cyclocondensation Synthesis of Fluorescent Pyrazoles
G?tzinger, Alissa C.,The?eling, Florian A.,Hoppe, Corinna,Müller, Thomas J. J.
, p. 10328 - 10338 (2016/11/17)
Consecutive four-component coupling-coupling-cyclocondensation syntheses of pyrazoles and pyrimidines were developed by taking advantage of the provisional, sequentially Pd-catalyzed one-pot generation of alkynones from aryl iodides, ethynylmagnesium bromide, and acid chlorides. This one-pot methodology allows the concise, diversity-oriented generation of a set of donor-, acceptor-, and donor-acceptor-substituted pyrazoles, which are interesting fluorophores. Most distinctly, donor-acceptor pyrazoles display remarkably red-shifted emission maxima and pronounced positive solvochromicity, spanning an overall range from 363 nm (cyclohexane) to 595 nm (acetonitrile). DFT and TD-DFT calculations elucidate the electronic structure and the photophysical behavior. Upon photonic excitation, considerable charge-transfer character becomes apparent, which rationalizes the origin of huge Stokes shifts and solvochromic behavior.
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
, 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.
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
Heterocycles. 2 - Regiospecific Addition of Mehtylhydrazine to Acetylenic Ketones
El-Rayyes, N. R.,Hovakeemian, G. H.,Hammoud, H.
, p. 243 - 245 (2007/10/02)
The reaction of 1-p-methoxyphenyl-3-phenyl-2-propen-1-one and 3-p-methoxyphenyl-1-phenyl-2-propen-1-one with methylhydrazine gave 1-methyl-3-p-methoxyphenyl-5-phenylpyrazoline and 1-methyl-3-phenyl-5-p-methoxyphenylpyrazoline, respectively.These compounds
