50899-19-9Relevant academic research and scientific papers
A Convinient Preparative Method of Nitrile Oxides by the Dehydration of Primary Nitro Compounds with Ethyl Chloroformate or Benzenesulfonyl Chloride in the Presence of Triethylamine
Shimizu, Tomio,Hayashi, Yoshiyuki,Shibafuchi, Hiroshi,Teramura, Kazuhiro
, p. 2827 - 2832 (1986)
Three nitrile oxides (MeOCOCN->O, PhCN->O, and EtCN->O) were effectively generated in situ by dehydration of the corresponding primary nitro compounds (RCH2NO2) with PhSO2Cl or ClCOOEt in the presence of triethylamine.Various cycloadducts were prepared by the reaction of them with dipolarophiles.Some advantages of these methods are described in comparison with other known methods.
Nitrile oxide 1,3-dipolar cycloaddition by dehydration of nitromethane derivatives under continuous flow conditions
Brasholz, Malte,Saubern, Simon,Savage, G. Paul
experimental part, p. 1397 - 1401 (2012/02/01)
Aliphatic nitrile oxides were generated in situ, by dehydration of terminal nitro compounds, and reacted with dipolarophiles using continuous flow techniques to afford substituted isoxazolines. The yields of cycloadducts were comparable with traditional f
Utilization of enols of mono- and dicarbonyls compounds in 1,3-dipolar cycloaddition reactions
Kurkowska, Joanna,Zadrozna, Irmina
, p. 541 - 554 (2007/10/03)
2-Isoxazolines were obtained from substituted enols or their ester or ether derivatives in 1,3-dipolar cycloaddition reactions with aliphatic or aromatic nitrile oxides; the effect of the type and number of substituents present at the dipolarophile's double bond on the cycloaddition reaction course - yield, regioselectivity, and possibility of the occurrence of an elimination reaction have been investigated.
Generation of Nitrile Oxides via O-Tributylstannyl Aldoximes; Application to the Synthesis of Isoxazolines and Isoxazoles
Moriya, Osamu,Takenaka, Hideo,Iyoda, Masaichi,Urata, Yoshikiyo,Endo, Takeshi
, p. 413 - 418 (2007/10/02)
Nitrile oxides were generated readily by the reaction of aldoximes 1, with tert-butyl hypochlorite and bis(tributyltin) oxide.The reaction proceeded efficiently under mild conditions, in which O-stannylated aldoximes 2 are thought to be key intermediates.This reaction system was applicable to the one-pot syntheses of isoxazole derivatives 4 and 5 in the presence of dipolarophiles via a cycloaddition.
Synthesis of Isoxazolines and Isoxazoles via Generation of Nitrile Oxides from O-Stannyl Aldoximes
Moriya, Osamu,Takenaka, Hideo,Urata, Yoshikiyo,Endo, Takeshi
, p. 1671 - 1672 (2007/10/02)
The reactions of O-tributylstannyl aldoximes and active halogen compounds such as tert-butyl hypochlorite or N-bromosuccinimide, whereby nitrile oxides are generated effectively, are applied to the preparations of isoxazolines and isoxazoles via d
