77199-12-3Relevant academic research and scientific papers
Palladium-mediated functionalization of heteroaromatic cations: Comparative study on quinolizinium cations
Garcia-Cuadrado, Domingo,Cuadro, Ana M.,Barchin, Bernardo M.,Nunez, Ana,Caneque, Tatiana,Alvarez-Builla, Julio,Vaquero, Juan J.
, p. 7989 - 7995 (2007/10/03)
An efficient palladium-catalyzed cross-coupling reaction on heteroaromatic cations is described. A comparative study of the Stille and Suzuki reactions shows that only the Stille reaction is able to produce an efficient C-C bond formation between any of the four isomeric bromoquinolizinium bromides and a variety of stannanes. In the presence of the catalysts Pd(PPh3)4 or Pd2(dba)3P(o-Tol)3, vinyl, ethynyl, aryl, and heteroaryl groups are successfully incorporated into the quinolizinium system in satisfactory yields under mild reaction conditions. This procedure represents a marked improvement on the functionalization of this class of heteroaromatic cation.
SYNTHESIS AND DEUTERATION OF SOME HALOGENOQUINOLIZINIUM BROMIDES
Sanders, Georgine M.,Dijk, Marinus van,Plas, Henk C. van der
, p. 213 - 223 (2007/10/02)
Syntheses and 1H-nmr spectra are reported for the hitherto unknown 1-bromo-, 3-bromo-, 4-bromo-, 2-chloro-, 4-chloro-, 1,2-dibromo-, 3,4-dibromo- and 2,7-dibromoquinolizinium bromide.These compounds, quinolizinium bromide, 1-hydroxy-, 2-hydroxy-, 3-hydroxy-, 2-piperidino- and 2-diethylaminoquinolizinium bromide and 2- and 4-quinolizone were deuterated by heating with D2O (Table I).
