34648-11-8Relevant academic research and scientific papers
Synthesis in water and antimicrobial activity of 5-trichloromethyl-4,5- dihydroisoxazoles
Flores, Alex F. C.,Piovesan, Luciana A.,Souto, Alynne A.,Pereira, Mariano A.,Martins, Marcos A. P.,Balliano, Tatiane L.,Da Silva, Givanildo S.
supporting information, p. 2326 - 2336 (2013/07/26)
Two series of 5-trichloromethylisoxazoles were synthesized from the cyclocondensation of 1,1,1-trichloro-4-methoxy-3-alken-2-ones [Cl 3CC(O)C(R2) = C(R1)O Me, where R1 = H, Me, Et, Pr, iso-Pr, cyclo-Pr, Bu, terc
Reaction of β-dimethylaminovinyl ketones with hydroxylamine: A simple and useful method for synthesis of 3- and 5-substituted isoxazoles
Rosa, Fernanda A.,Machado, Pablo,Bonacorso, Helio G.,Zanatta, Nilo,Martins, Marcos A. P.
, p. 879 - 885 (2008/09/21)
(Chemical Equation Presented) The regioselective synthesis of 3- and 5-substituted-isoxazoles from the reaction of β-dimethylaminovinyl ketones [R-C(O)CH=CH-NMe2, where R = Ph, MeO-4-C6H4, F-4-C6H4, C
Microwave assisted synthesis of 5-hydroxy-5-trichloromethyl-4,5-dihydroisoxazoles
Martins, Marcos A.P,Beck, Paulo,Cunico, Wilson,Pereira, Claudio M.P,Sinhorin, Adilson P,Blanco, Rogério F,Peres, Rodrigo,Bonacorso, Helio G,Zanatta, Nilo
, p. 7005 - 7008 (2007/10/03)
A series of 13 5-hydroxy-5-trichloromethyl-4,5-dihydroisoxazoles have been synthesized in 78-96% yield by environmentally benign microwave induced techniques involving the cyclocondensation of 4-alkoxy-1,1,1-trichloro-3-alken-2-ones [CCl3C(O)C(
Trihaloacetylated enol ethers - General synthetic procedure and heterocyclic ring closure reactions with hydroxylamine
Colla,Martins,Clar,Krimmer,Fischer
, p. 483 - 486 (2007/10/02)
An improved procedure is described for preparing β-trichloro- and β-trifluoroacetyl derivatives of six simple enol ethers, in analytically pure form, high yield, and on an up to molar scale. The 4-alkoxy-1,1,1-trichloro[fluoro]-3-alken-2-ones 4a-c and 5a-c, thus obtained, are cyclocondensed with hydroxylamine hydrochloride (in pyridine, 35°C) to afford the 5-hydroxy-5-trichloro[fluoro]methyl-4,5-dihydroisoxazoles 6 and 7 in high yield. With cyclic substrates, i.e. the trihaloacetyl dihydrofurans and -2H-pyrans 4d, e and 5d, e, a competitive rearrangement reaction gives 3-cyano-2-hydroxy-2-trichloro[fluoro]methyltetrahydrofurans and -2H-pyrans 8 and 9, respectively. Direct condensation to a dihydroisoxazole prevails at 0°C (>85% for 4d, 5d), rearrangement to the cyano compounds at higher temperatures (65-70°C, > 70%). Under either condition, the respective heterocycle may be isolated in > 60% yield (except for 6e).
