7467-78-9Relevant academic research and scientific papers
Chemodivergent and Stereoselective Access to Fused Isoxazoline Azetidines and Thietanes through [3 + 2]-Cycloadditions
Baumann, Andreas N.,Reiners, Felix,Juli, Thomas,Didier, Dorian
supporting information, p. 6736 - 6740 (2018/11/02)
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.
Synthesis of Isoxazolines and Isoxazoles via Metal-Free Desulfitative Cyclization
Cheng, Jiaxin,Yang, Ze,Li, Yuansheng,Xi, Yulan,Sun, Qiu,He, Ling
, p. 2385 - 2393 (2018/05/28)
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.
Regioselective conversion of alkynes to 4-substituted and 3,4-disubstituted isoxazoles using titanium-catalyzed multicomponent coupling reactions
Dissanayake, Amila A.,Odom, Aaron L.
experimental part, p. 807 - 812 (2012/01/31)
Conditions have been developed for the regioselective synthesis of 4-substituted isoxazoles from terminal alkynes and 3,4-disubstituted isoxazoles from internal alkynes. The methodology involves a one-pot titanium-catalyzed multicomponent coupling reactio
Synthesis of azirines containing aldehyde functionality and their utilization as synthetic tools for five membered oxazoles and isoxazoles
Brahma, Sulagna,Ray, Jayanta K.
, p. 311 - 317 (2008/09/20)
(Chemical Equation Presented) A simple and useful procedure for the synthesis of azirines containing aldehyde functionality from open chain bromo/chloro-aldehydes at room temperature is reported. The scope of the ring expansion reaction of a number of 3-s
One-pot copper(I)-catalyzed synthesis of 3,5-disubstituted isoxazoles
Hansen, Trond V.,Wu, Peng,Fokin, Valery V.
, p. 7761 - 7764 (2007/10/03)
3,5-Disubstituted isoxazoles are obtained in good yields by a convenient one-pot, three-step procedure utilizing a regioselective copper(I)-catalyzed cycloaddition reaction between in situ generated nitrile oxides and terminal acetylenes. Most functional
A simple approach to azirines containing an aldehyde functionality and their stabilization as palladium(II) complexes
Brahma, Sulagna,Ray, Jayanta K.
, p. 6575 - 6578 (2007/10/03)
A simple and useful method for the synthesis of azirines containing an aldehyde functionality, from open chain bromo/chloro-aldehydes at room temperature and their stabilization as palladium(II) complexes are reported.
One-Pot Synthesis of 3-Substituted Isoxazoles from Phenyl Vinylic Selenide
Sheng, Shou-Ri,Liu, Xiao-Ling,Xu, Qu,Song, Cai-Sheng
, p. 2763 - 2764 (2007/10/03)
Phenyl vinylic selenide was adopted for 1,3-dipolar cycloaddition to nitrile oxides and subsequent oxidation-elimination furnished 3-substituted isoxazoles with good yields in a one-pot, two-step transformation.
SYNTHESIS AND PROPERTIES OF AZOLES AND THEIR DERIVATIVES. PART XX. STUDIES ON THE THERMOLYSIS OF REGIO AND STEREOISOMERIC DIARYLNITRO-Δ2-ISOXAZOLINES
Baranski, Andrzej,Cholewka, Elzbieta
, p. 483 - 494 (2007/10/02)
Thermolysis of stereoisomeric 3,5-diaryl-4-nitro-Δ2-isoxazolines 1, 3, depending on the applied solvent, leads to 3,5-diarylisoxazoles 4 or mixtures of 3,5-diarylisoxazoles 4 and 3,5-diaryl-4-nitroisoxazoles 6.Under similar conditions, 3,4-diar
SELECTIVITY IN CYCLOADDITIONS-XI. CYCLOADDITIONS OF NITRILE OXIDES TO METHYL STYRYL SULFIDES, SULFOXIDES, AND SULFONES. REGIOCHEMISTRY
Caramella, P.,Albini, E.,Bandiera, T.,Coda, A. Corsico,Gruenanger, P.,Albini, F. Marinone
, p. 689 - 700 (2007/10/02)
E and Z methyl styryl sulfides undergo highly regioselective cycloadditions with benzo and mesitonitrile oxide.The regioselectivity is lower with sulfoxides and is reversed in the case of sulfones.The directing effect of the thio moieties has been clarifi
