92241-15-1Relevant academic research and scientific papers
A Facile Approach to the Synthesis of 3-Acylisoxazole Derivatives with Reusable Solid Acid Catalysts
Itoh, Ken-Ichi,Hayakawa, Mamiko,Abe, Rina,Takahashi, Shinji,Hasegawa, Kenta,Aoyama, Tadashi
supporting information, p. 4636 - 4643 (2021/09/20)
Nitrile oxides were formed from nitro ketones using silica gel-supported sodium hydrogen sulfate (NaHSO4/SiO2) or Amberlyst 15 as solid acid catalyst, and then the corresponding 3-acylisoxaszoles were obtained by reacting with alkynes via the 1,3-dipolar [3+2] cycloaddition. These heterogeneous catalysts are easily separable from the reaction mixture and reused. This synthetic method provides a facile, efficient, and reusable production of 3-acylisoxazoles.
Iron-Mediated Synthesis of Isoxazoles from Alkynes: Using Iron(III) Nitrate as a Nitration and Cyclization Reagent
Lai, Zhenzhen,Li, Zhenxing,Liu, Yawei,Yang, Pengkun,Fang, Xiaomin,Zhang, Wenkai,Liu, Baoying,Chang, Haibo,Xu, Hao,Xu, Yuanqing
supporting information, p. 145 - 153 (2018/02/19)
A simple and direct method for the iron(III) nitrate-mediated synthesis of isoxazoles from alkynes has been developed; both self-coupling and cross-coupling products could be successfully prepared from alkynes. Meanwhile, for the cross-coupling and cyclizing of two different alkynes examined, the iron-mediated system shows a good chemoselectivity for the synthesis of corresponding isoxazoles. In our method, cheap and eco-friendly iron(III) nitrate is used as the nitration and cyclization reagent, and KI is used as the additive; they both play a positive role in this transformation. Furthermore, a different mechanism for the formation of isoxazoles from alkynes has been proposed.
Three-component synthesis of fluorinated pyrazoles from fluoroalkylamines, NaNO2 and electron-deficient alkynes
Mykhailiuk, Pavel K.
, p. 3438 - 3445 (2015/03/18)
Three-component reaction between RCF2CH2NH2·HCl, NaNO2 and electron-deficient alkynes significantly depends on substituent R . The reaction gives the fluorinated pyrazoles in high yields when R is a fluorine atom or a fluoroalkyl group. With other R unexpected products are formed.
A convenient synthetic method of isoxazole derivatives using copper(II) nitrate
Itoh, Ken-Ichi,Aoyama, Tadashi,Satoh, Hiroaki,Hasegawa, Kenta,Meguro, Natsumi,Horiuchi, Akira C.,Takido, Toshio,Kodomari, Mitsuo
, p. 1473 - 1482 (2014/07/07)
3-Acetylisoxazoles were synthesized by the reaction of alkenes or alkynes in acetone as solvent with copper(II) nitrate and formic acid. In the case of ethyl acetate as solvent, 3-benzoylisoxazoles were yielded by the reaction of alkynes and acetophenone
Application of silica gel-supported polyphosphoric acid (PPA/SiO 2) as a reusable solid acid catalyst to the synthesis of 3-benzoylisoxazoles and isoxazolines
Itoh, Ken-Ichi,Aoyama, Tadashi,Satoh, Hiroaki,Fujii, Yuki,Sakamaki, Hiroshi,Takido, Toshio,Kodomari, Mitsuo
experimental part, p. 6892 - 6895 (2012/02/05)
3-Benzoylisoxazoles were synthesized by the reaction of alkynes and benzoylnitromethane using silica gel-supported polyphosphoric acid (PPA/SiO 2). This reaction provides a convenient, efficient, and reusable synthetic method of isoxazole deriv
Acid-Catalyzed Nitronate Cycloaddition Reactions. Useful Syntheses and Simple Transformations of 3-Acyl- and 3-Alkenylisoxazolines
Wade, Peter A.,Amin, Nayan V.,Yen, Hwa-Kwo,Price, David T.,Huhn, George F.
, p. 4595 - 4601 (2007/10/02)
Nitronic esters derived from primary nitro ketones, ethyl nitroacetate, and (phenylsulfonyl)nitromethane react with dipolarophiles in the presence of nonaqueous protic and Lewis acids to give nitrile oxide cycloadducts. α-Nitro ketones, ethyl nitroacetate
