19084-26-5Relevant academic research and scientific papers
Combination of the Suzuki-Miyaura cross-coupling and nucleophilic aromatic substitution of hydrogen (SNH) reactions as a versatile route to pyrimidines bearing thiophene fragments
Verbitskiy, Egor V.,Cheprakova, Ekaterina M.,Slepukhin, Pavel A.,Kodess, Mikhail I.,Ezhikova, Marina A.,Pervova, Marina G.,Rusinov, Gennady L.,Chupakhin, Oleg N.,Charushin, Valery N.
, p. 5445 - 5452 (2012)
It has been shown that combination of the Suzuki-Miyaura cross-coupling and nucleophilic aromatic substitution of hydrogen is a versatile method for the synthesis of 4-(thiophen-2-yl)-, 5-(thiophen-2-yl)-, and 4,5-di(thiophen-2-yl) substituted pyrimidines from the commercially available 5-bromopyrimidine. The SNH (AE)- and SNH (AO)-reactions of 5-bromopyrimidine with thiophene and 2-bromothiophene have been studied by gas-liquid chromatography/mass-spectrometry. The structures of intermediate σH-adducts, as well as thiophene-(thiophenyl)pyrimidine and bithiophene-(thiophenyl)pyrimidine dyads have first been established by X-ray crystallography analysis.
