134378-94-2Relevant academic research and scientific papers
Hypervalent iodine mediated synthesis of di- and tri-substituted isoxazoles via [3+2] cycloaddition of nitrile oxides
Singhal, Ankur,Parumala, Santosh Kumar Reddy,Sharma, Arun,Peddinti, Rama Krishna
supporting information, p. 719 - 722 (2016/02/09)
An efficient and rapid protocol for the synthesis of 3,4-disubstituted and 3,4,5-trisubstituted isoxazoles under catalyst-free conditions is described. This protocol involves pre-oxidation of aldoxime into nitrile oxide using diacetoxyiodobenzene. The in
Methyl 3-Substituted-isoxazole-5- Carboxylates syntheses on solid supports via wang resin-bound 2,3-dibromopropionate
Sheng, Shou-Ri,He, Ai-Ying,Wei, Mei-Hong,Zhu, Ai-Li,Cai, Ming-Zhong
, p. 444 - 448 (2012/10/29)
A novel Wang resin-bound 2,3-dibromopropionate reagent has been developed and used as a potential dipolarophile for the facile preparation of methyl 3-substituted-isoxazole-5-carboxylates through triethylamine, promoting a sequence of reactions involving the in situ generation of 2-bromoacrylate resin and nitrile oxide, regioselective 1,3-dipolar cycloaddition, and loss of hydrogen bromide in one pot, and then cleavage from the resin with sodium methoxide. The advantages of this method include simple operation and mild conditions with good yield and high purity of the products. Copyright
Solid-phase organic synthesis of methyl isoxazole-5-carboxylates based on wang resin-bound 1-phenylselenoacrylate
Tang, Ni,Sheng, Shou-Ri,Hu, Qiao-Sheng,Qu, Hong-En,Cai, Ming-Zhong
experimental part, p. 3279 - 3287 (2012/09/08)
A novel Wang resin-bound 1-phenylselenoacrylate reagent has been developed and used as dipolarophile for the 1,3-dipolar cycloaddition with nitrile oxides to the regioselective synthesis of methyl 3-substituted isoxazole-5-carboxylates in good yields and
DFT-HSAB prediction of regioselectivity in 1,3-dipolar cycloadditions: Behavior of (4-substituted)benzonitrile oxides towards methyl propiolate
Ponti, Alessandro,Molteni, Giorgio
, p. 1156 - 1161 (2007/10/03)
The regioselectivity of 1.3-di-polar cycloadditions between (4-substituted)benzonitrile oxides and methyl propiolate cannot be rationalized on the basis of the electron demand of the reactants or frontier molecular-orbital theory. To this problem, we have
