1157-94-4Relevant articles and documents
3, 5-disubstituted isoxazole derivative and synthesis method thereof
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Paragraph 0011; 0023; 0036, (2021/08/14)
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
Copper-catalyzed aerobic oxidative C-O bond formation for the synthesis of 3,5-disubstituted isoxazoles from enone oximes
Sun, Yadong,Abdukader, Ablimit,Zhang, Haiyan,Yang, Wanle,Liu, Chenjiang
, p. 55786 - 55789 (2017/12/26)
A direct access to 3,5-disubstituted isoxazoles has been accomplished through an intramolecular oxidative coupling reaction of enone oximes using a catalytic quantity of Cu(OAc)2. This method features an inexpensive metal catalyst, molecular ox
Cyclocondensation of hydroxylamine with 1,3-bis(het)arylmonothio 1,3-diketones and 1,3-bis(het)aryl-3-(methylthio)-2-propenones: Synthesis of 3,5-bis(het)arylisoxazoles with complementary regioselectivity
Raghava, Byregowda,Parameshwarappa, Gangajji,Acharya, Anand,Swaroop, Toreshettahally R.,Rangappa, Kanchugarakoppal S.,Ila, Hiriyakkanavar
, p. 1882 - 1892 (2014/04/03)
Efficient routes for the regioselective synthesis of 3,5-bis(het) arylisoxazoles with complementary regioselectivity have been developed. The methods involve the cyclocondensation of hydroxylamine hydrochloride with either 1,3-bis(het)aryl-monothio-substituted 1,3-diketones 1 or with 3-methylthio-1,3-bis(het)aryl-2-propenones 2 under various reaction conditions. In the first protocol, diketones 1 were treated with hydroxylamine hydrochloride in the presence of sodium acetate/acetic acid (pH 2.2) in refluxing ethanol/benzene to give 3,5-bis(het)arylisoxazoles 5, in which the het(aryl) moiety attached to thiocarbonyl group of the monothio-substituted 1,3-diketones is installed at the 3-position. On the other hand, the reaction of hydroxylamine hydrochloride with 3-(methylthio)-1,3-bis(het)aryl-2-propenones 2 in the presence of barium hydroxide in refluxing ethanol gave 3,5-bis(het) arylisoxazoles 6 with complementary regioselectivity in high yields. A probable mechanism for the formation of regioisomeric isoxazoles 5 and 6 from precursors 1 and 2 has been suggested.