- 3, 5-disubstituted isoxazole derivative and synthesis method thereof
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The invention provides a 3, 5-disubstituted isoxazole derivative and a synthesis method thereof, and belongs to the technical field of organic synthesis medicines and medical intermediates. The method comprises the following steps: adding a proper solvent
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Paragraph 0011; 0023; 0037
(2021/08/14)
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- Rhodium-Catalyzed Cascade Annulative Coupling of 3,5-Diarylisoxazoles with Alkynes
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A rhodium-catalyzed cascade annulative coupling of 3,5-diarylisoxazoles with three equivalents of an alkyne proceeds smoothly in the presence of a Cu(II) oxidant, where the sequential construction of isoquinoline and naphtho[1,8- bc ]pyran frameworks connected by a biaryl linkage is achieved by a single operation. Most of the obtained polycyclic compounds exhibit visible fluorescence in both the solution and the solid state. The hexaphenylated isoquinoline-naphthopyran conjugate (R = Ph) as a representative product shows a green emission which can be turned off by making an isoquinolinium salt with an acid. The emission is also reversibly turned on by treatment with a base.
- Noguchi, Teppei,Nishii, Yuji,Miura, Masahiro
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p. 258 - 270
(2019/01/04)
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- Synthesis of Isoxazolines and Isoxazoles via Metal-Free Desulfitative Cyclization
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A novel, one-pot reaction for the synthesis of isoxazolines and isoxazoles is developed via a cascade process under metal-free conditions. The approach involves the formation of intramolecular C-N and C-O bonds and intermolecular C-C bonds from aromatic alkenes or alkynes and N -hydroxysulfonamides using hypervalent iodine(VII) and iodine as the oxidant. Activation of C-H and C-C bonds/construction of C-O bonds/elimination of SO 2 /C-N bond formation is achieved in sequence in the reaction system.
- Cheng, Jiaxin,Yang, Ze,Li, Yuansheng,Xi, Yulan,Sun, Qiu,He, Ling
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p. 2385 - 2393
(2018/05/28)
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- Facile consecutive three-component synthesis of 3,5-disubstituted isoxazoles
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[Figure not available: see fulltext.] 3,5-Di(hetero)aryl-substituted isoxazoles can be rapidly synthesized in a one-pot fashion by a consecutive three-component alkynylation–cyclization sequence starting from (hetero)aroyl chloride, alkynes, and sodium azide/acetic acid under copper-free palladium catalysis as exemplified by 9 different products.
- G?rgen, Christina,Müller, Thomas J. J.
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p. 422 - 429
(2017/07/05)
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- Phosphine- and copper-free palladium catalyzed one-pot four-component carbonylation reaction for the synthesis of isoxazoles and pyrazoles
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The palladium catalyzed one-pot synthesis of isoxazoles and pyrazoles from aryl iodides, terminal alkynes, chromium hexacarbonyl and hydroxylamine hydrochloride or aqueous hydrazine solution is described. The Sonogashira carbonylative coupling intermediate was trapped in situ by hydroxylamine hydrochloride or aqueous hydrazine to deliver isoxazoles or pyrazoles, respectively, in high yields. This efficient method proceeds at atmospheric pressure and moderate temperature and does not require the use of copper, phosphine ligands or gaseous carbon monoxide.
- Iranpoor, Nasser,Firouzabadi, Habib,Etemadi-Davan, Elham
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supporting information
p. 837 - 840
(2016/02/05)
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- Preparation of 3,5-disubstituted pyrazoles and isoxazoles from terminal alkynes, aldehydes, hydrazines, and hydroxylamine
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The reaction of terminal alkynes with n-BuLi, and then with aldehydes, followed by the treatment with molecular iodine, and subsequently hydrazines or hydroxylamine provided the corresponding 3,5-disubstituted pyrazoles or isoxazoles in good yields with high regioselectivity, through the formations of propargyl secondary alkoxides and α-alkynyl ketones. The present reactions are one-pot preparation of 3,5-disubstituted pyrazoles from terminal alkynes, aldehydes, molecular iodine, and hydrazines, and 3,5-disubstituted isoxazoles from terminal alkynes, aldehydes, molecular iodine, and hydroxylamine.
- Harigae, Ryo,Moriyama, Katsuhiko,Togo, Hideo
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p. 2049 - 2058
(2014/04/03)
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- One-pot three-component synthesis of 3,5-disubstituted isoxazoles by a coupling-cyclocondensation sequence
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A convenient one-pot procedure for the synthesis of 3,5-disubstituted isoxazoles from acid chloride, terminal alkyne, and hydroxylamine hydrochloride catalyzed by Pd(PPh3)2Cl2/CuI has been developed. The coupling of acid c
- Liu, Hai-Ling,Geng, Zhu-Feng,Zhang, Si-Yu,Han, Jie
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p. 1221 - 1227
(2014/05/20)
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- STUDIES ON ISOMERIC PYRIDYLISOXAZOLES
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Data concerning the reaction between hydroxylamine hydrochloride and 1-(2-pyridyl)-3-phenyl- (I a) and 1-(2-thienyl)-3-phenyl-1,3-propanedione (I l) disagree with those previously reported in literature.The same reaction was also studied employing a series of 1,3-diketones-1-(pyridyl)-substituted I b-i.The direction of enolization of 1,3-diketones accounted for the isomeric isoxazoles formation.
- Belgodere, Elena,Bossio, Ricardo,Sio, Francesco De,Marcaccini, Stefano,Pepino, Roberto
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p. 501 - 504
(2007/10/02)
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