54648-37-2Relevant academic research and scientific papers
Simple and highly efficient synthesis of 3,5-disubstituted isoxazoles using Cu/graphene/clay nanohybrid as a new heterogeneous nano catalyst
Behrouz, Somayeh,Rad, Mohammad Navid Soltani
, p. 683 - 687 (2016/01/25)
A facile and convenient protocol for 'click' cycloaddition of structurally diverse alkynes with in situ generated nitrile oxides catalysed by Cu/aminoclay/reduced graphene oxide nanohybrid (Cu/AC/r-GO nanohybrid) as a highly efficient heterogeneous nano-c
Montmorillonite clay Cu(II) catalyzed domino one-pot multicomponent synthesis of 3,5-disubstituted isoxazoles
Bharate, Sandip B.,Padala, Anil K.,Dar, Bashir A.,Yadav, Rammohan R.,Singh, Baldev,Vishwakarma, Ram A.
, p. 3558 - 3561 (2013/07/05)
A simple and efficient one-pot multicomponent approach for the synthesis of 3,5-disubstituted isoxazoles directly from corresponding aldehydes and terminal alkynes using recyclable montmorillonite clay supported Cu(II)/NaN3 catalytic system under aqueous conditions have been developed. The 'domino' one-pot MCR approach involves hydroxyamination of aldehydes followed by chlorination and then generation of reactive 'nitrile oxide' which undergoes 1,3-dipolar cycloaddition with alkynes to produce 3,5-disubstituted isoxazoles. The method is operationally simple, regioselective, economical, and possesses excellent functional group compatibility to synthesize structurally diverse isoxazoles in good yields.
Electrochemical and yeast-catalysed ring-opening of isoxazoles in the synthesis of analogues of the herbicide Grasp
Easton,Heath,Hughes,Lee,Savage,Simpson,Tiekink,Vuckovic,Webster
, p. 1168 - 1174 (2007/10/03)
Isoxazoles substituted with an electron-withdrawing group at the 4-position undergo electrochemical and yeast-catalysed N-O bond cleavage. The electrolysis is much more efficient and, with acyl- and alkoxycarbonyl-substituted isoxazoles, it affords the enolised dicarbonylimine functionality characteristic of the herbicide Grasp. Regioisomeric 4- and 5-substituted isoxazoles are accessible through nitrile oxide cycloaddition chemistry, using halogen as a steric auxiliary to control the regiochemistry of reaction. Crystal data for compounds 11 and 19b are presented.
4,5-DIHYDROISOXAZOLES. IV. 4- AND 5-PHENYLTHIO-4,5-DIHYDROISOXAZOLES AND THEIR BEHAVIOUR WITH PERFORMIC ACID
Bianchetti, Giuseppe,Pocar, Donato,Torricelli, Clara,Arlandini, Emanuele,Gioia, Bruno
, p. 315 - 324 (2007/10/02)
Several cis- and trans-4,5-dihydroisoxazole derivatives bearing a phenylthio group on C(4) or C(5) have been prepared by cyclo-addition of the corresponding unsaturated sulphides and nitrile oxides.The cyclo-adducts have been oxidized by HCOOH/H2O2.It has been shown that this oxidation leads mainly to isoxazole derivatives (i.e. is accompanied by elimination) when the sulphur-containing substituent is bound to C(5).The 4-phenylthio-substituted regioisomers gave in most cases the corresponding sulphones.
