50438-66-9Relevant academic research and scientific papers
Isoxazoline- and isoxazole-liquid crystalline schiff bases: A puzzling game dictated by entropy and enthalpy effects
Fritsch, Luma,Baptista, Luis A.,Bechtold, Ivan H.,Araújo, Guilherme,Mandle, Richard J.,Merlo, Aloir A.
, (2019/11/26)
Two series of Schiff base (SB) liquid crystals (LC) containing the 5-membered rings isoxazoline or isoxazole were synthesized and characterized; 27 isoxazoline and 20 isoxazole compounds were obtained. Nematic, smectic A, and smectic C mesophases were fou
Hypoiodite mediated synthesis of isoxazolines from aldoximes and alkenes using catalytic KI and Oxone as the terminal oxidant
Yoshimura, Akira,Zhu, Chenjie,Middleton, Kyle R.,Todora, Anthony D.,Kastern, Brent J.,Maskaev, Andrey V.,Zhdankin, Viktor V.
supporting information, p. 4800 - 4802 (2013/06/05)
Isoxazolines can be efficiently synthesized in good yields via a hypoiodite mediated catalytic oxidative cyclization of aldoximes and alkenes. This reaction involves active iodine species generated in situ from catalytic amounts of KI and Oxone.
KF/Al2O3: Solid-supported reagent used in 1,3-dipolar cycloaddition reaction of nitrile oxide
Boruah, Monalisa,Konwar, Dilip
experimental part, p. 3261 - 3268 (2012/09/11)
The stereoselective synthesis of 2-isoxazolidine through 1,3-dipolar cycloaddition reaction of nitrile oxide, which is in situ generation from aldoxime in the presence of N-bromosuccinamide and solid-supported reagent KF/Al2O3 at room temperature, is reported. KF/Al2O3 is sufficiently basic such that it can replace organic bases such as Et 3N used in typical procedures and it catalyses the reaction to enhance the rate of the reaction.
Design, synthesis, and insecticidal evaluation of new benzoylureas containing isoxazoline and isoxazole group
Sun, Ranfeng,Li, Yongqiang,Xiong, Lixia,Liu, Yuxiu,Wang, Qingmin
experimental part, p. 4851 - 4859 (2011/12/04)
Twenty-two new benzoylphenylureas containing isoxazoline and the isoxazole group were designed and synthesized, and their structures were characterized by 1H NMR and elemental analysis (or HRMS). The larvicidal activities against Oriental armyw
Generation of nitrile oxides from oximes using t -BuOI and their cycloaddition
Minakata, Satoshi,Okumura, Sota,Nagamachi, Toshiki,Takeda, Youhei
supporting information; experimental part, p. 2966 - 2969 (2011/07/07)
tert-Butyl hypoiodite (t-BuOI) was found to be a powerful reagent for the cycloaddition of oximes and alkenes/alkynes, leading to the formation of a variety of isoxazolines or isoxazoles under mild conditions.
Asymmetric reduction of racemic 2-isoxazolines
Tokizane, Masashi,Sato, Kaori,Ohta, Tetsuo,Ito, Yoshihiko
experimental part, p. 2519 - 2528 (2009/04/04)
The kinetic resolution of racemic 2-isoxazolines was carried out by asymmetric reduction using borane with 1,2-amino alcohols as a chiral source. Using excess BH3-THF in the presence of (-)-norephedrine, optically active 1,3-amino alcohol derivatives were obtained with good ee but in lower yield, while the optically active substrates 2-isoxazolines were recovered with modest ee. The asymmetric reduction using 2.0 equiv of BH3-SMe2 was investigated as an alternative strategy for the synthesis of optically active products. After reduction, treatment of the resulting mixture with Et3N was successful in providing optically active isoxazolidine derivatives in good yields and with good ee. The choice of chiral source was also shown to have a significant effect. In particular, the use of (S)-α,α-diphenyl-2-pyrrolidinemethanol reversed the enantioselectivity of the recovered substrates.
The synthesis of benzhydroximoyl chloride and nitrile oxides under solvent free conditions
Bigdeli, Mohammad A.,Mahdavinia, Gholam Hossein,Jafari, Saeed
, p. 26 - 28 (2008/02/02)
Benzhydroximoyl chlorides were prepared as nitrile oxide precursors with acidic (HCl) silica gel/Oxone in solvent less media in excellent yields with the selective chlorination of aldoximes vs. aromatic substitution. Nitrile oxides were generated by Huisg
Synthesis of hydroximoyl chlorides from aldoximes and benzyltrimethylammonium tetrachloroiodate (BTMA ICl4)
Kanemasa, Shuji,Matsuda, Haruhiko,Kamimura, Akio,Kakinami, Takaaki
, p. 1057 - 1064 (2007/10/03)
Benzyltrimethylammonium tetrachloroiodate (BTMA ICl4) acts as a convenient reagent to convert aldoximes to hydroximoyl chlorides by a simple procedure. When an aldoxime is treated with BTMA ICl4 in dichloromethane, the suspension of BTMA ICl4 shortly disappears as the reaction proceeds. The resulting BTMA ICl2 can be precipitated out by adding diethyl ether. Not only stable aromatic and heteroaromatic hydroximoyl chlorides can be isolated by this method but also rather unstable aliphatic hydroximoyl chlorides can be generated in situ. 1,3-Dipole trapping with a dipolarophile is performed in one flask and in some cases the chlorination is successfully performed in the presence of dipolarophile and triethylamine. Effect of MS 4A has been examined. (C) 2000 Elsevier Science Ltd.
