- Novel access to 2-substituted quinolin-4-ones by nickel boride-mediated reductive ring transformation of 5-(2-nitrophenyl)isoxazoles
-
Reductive ring transformation of 3-substituted 5-(2-nitrophenyl)isoxazoles, readily accessible via 1,3-dipolar cycloaddition of 2-ethinylnitrobenzene with nitrile oxides, opens a novel access to 2-substituted quinolin-4-ones. Nickel boride, generated in situ from nickel chloride and sodium borohydride, allows, via simultaneous reduction of the nitro group and reductive cleavage of the isoxazole ring, the one-step conversion into the target quinolin-4-ones. This protocol tolerates various functional groups, except olefins, and thus is complementary to the reductive ring transformation with iron/acetic acid, which predominantly tolerates olefins.
- Lohrer, Bernhard,Bracher, Franz
-
supporting information
(2019/11/26)
-
- Trichloroisocyanuric acid mediated one-pot synthesis of 3,5-diarylisoxazoles from α,β-unsaturated ketones
-
A facile one-pot synthesis of 3,5-diarylisoxazoles from α,β-unsaturated ketones and hydroxylamine hydrochloride is reported. The reaction is efficiently promoted by trichloroisocyanuric acid (TCCA) to afford the desired products, mostly in high yields and
- Bhatt, Ashish,Singh, Rajesh K.,Kant, Ravi
-
p. 1083 - 1091
(2019/04/01)
-
- A convenient one-pot synthesis of 3,5-diarylisoxazoles via oxidative cyclisation using catalytic CuBr2 and oxone
-
A facile one-pot synthesis of 3,5-diarylisoxazoles from α,β-unsaturated ketones and hydroxylamine hydrochloride is reported. The reaction is efficiently promoted by catalytic CuBr2 and Oxone to afford the desired products mostly in high yields
- Bhatt, Ashish,Singh, Rajesh K.,Kant, Ravi
-
supporting information
p. 1143 - 1147
(2019/03/26)
-
- Chemodivergent and Stereoselective Access to Fused Isoxazoline Azetidines and Thietanes through [3 + 2]-Cycloadditions
-
By combining efficient methodologies for the preparation of substituted azetines and thietes with a highly regio- and diastereoselective [3 + 2]-cycloaddition, a straightforward pathway for the synthesis of fused isoxazoline azetidines and thietanes has been designed. With minimal steps and starting from commercial sources, a new library of elaborated architectures was synthesized opening up a new class of molecules with large potential in pharmacology. Finally, a retro [2 + 2]-cycloaddition leading to substituted isoxazoles is described.
- Baumann, Andreas N.,Reiners, Felix,Juli, Thomas,Didier, Dorian
-
supporting information
p. 6736 - 6740
(2018/11/02)
-
- TBAI-catalyzed intramolecular annulation of chalcone oximes toward isoxazoles
-
A TBAI-catalyzed intramolecular annulation of chalcone oximes toward isoxazoles was developed, providing 3,5-diarylisoxazoles in good yields. Functional groups such as methoxy, ethyoxyl, chloro, bromo, fluoro and nitro were well tolerated in this reaction
- Abdukader, Ablimit,Sun, Yadong,Zhang, Zengpeng,Liu, Chenjiang
-
-
- Copper-catalyzed aerobic oxidative C-O bond formation for the synthesis of 3,5-disubstituted isoxazoles from enone oximes
-
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
- Sun, Yadong,Abdukader, Ablimit,Zhang, Haiyan,Yang, Wanle,Liu, Chenjiang
-
p. 55786 - 55789
(2017/12/26)
-
- On the Oximation of Diaryl-β-diketones
-
The reaction of asymmetrically substituted β-diketones with hydroxylamine to give 3,5-diarylisoxazoles has been re-investigated, and has been found to occur with a low degree of site-selectivity unless steric effects are operating.The isoxazole that has t
- Bandiera, T.,Gruenanger, P.,Albini, F. Marinone
-
p. 1423 - 1428
(2007/10/02)
-