65461-62-3Relevant academic research and scientific papers
An eco-friendly synthesis of novel 3,5-disubstituted-1,2-isoxazoles in PEG-400, employing the Et3N-promoted hydroamination of symmetric and unsymmetric 1,3-diyne-indole derivatives
Bassaco, Mariana M.,Fortes, Margiani P.,Back, Davi F.,Kaufman, Teodoro S.,Silveira, Claudio C.
, p. 60785 - 60797 (2015/02/19)
A facile, efficient and atom-economic synthesis of 3,5-disubstituted 1,2-isoxazoles bearing indole moieties, is reported. The synthesis of these isoxazoles was carried out by the triethylamine-promoted reaction of symmetric and unsymmetric 1,3-diyne indole derivatives with hydroxylamine in PEG-400, as an eco-friendly solvent, under relatively mild conditions. The synthesis of the starting 1,3-diyne indole derivatives was performed by the aerobic self-coupling of diversely functionalized N-propargyl indoles and N-propargyl carbazole under copper catalysis, or by the reaction of the propargyl derivatives with phenyl- or p-tolyl-acetylene under combined nickel and copper catalysis. The isoxazolation reaction was optimized, its scope and limitations were studied and a detailed reaction mechanism was proposed.
Carbazolyl diacetylenic compounds
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, (2008/06/13)
Novel carbazolyl diacetylenic monomers and polymers are provided. The monomers have the structure STR1 where "m" and "n" are integers of from 0 to 10, X and Y are independently selected from the group consisting of --H, --Cl, --Br and --NO and R is a member selected from the group consisting of --CH3, --OH, --OCONHR' and STR2 where R' is an alkyl, aryl or ester derivative and X' and Y' are independently selected from the group consisting of --H, --Cl, --Br and --NO. The monomers are conveniently prepared by oxidative coupling of terminated carbazolyl acetylenes, by cross coupling of bromoacetylenes with terminal acetylenes, or by substitution reaction of alkali carbazolides with the appropriate diacetylenes. The polymers are prepared by 1,4-addition reaction of the corresponding monomers in the solid state. The polymers are particularly useful as photoconductors and as non-linear optical materials. The monomers are useful as high energy radiation dosage indicators.
