53120-61-9Relevant academic research and scientific papers
Preparation and interconversion of phenylselenenylated and alkyjlselenenylated aromatic compounds
Engman, Lars,Eriksson, Per
, p. 861 - 871 (2007/10/03)
Phenylselenenyl and alkylselenenyl sulfates were found to efficiently and mildly introduce one or several phenylselenenyl or alkylselenenyl groups into activated aromatic or heteroaromatic compounds. When treated with methylselenenyl sulfate, veratrole an
A GENERAL PROCEDURE FOR THE SYNTHESIS OF METHYLTHIO-, METHYLSELENO- AND METHYLTELLURO-SUBSTITUTED AROMATIC COMPOUNDS
Engman, Lars,Hellberg, Jonas S. E.
, p. 357 - 366 (2007/10/02)
A one-pot procedure is described which allows the facile introduction of one or two methylchalcogeno groups into a variety of monobromo or dibromo aromatics.The bromo compounds were converted to their corresponding lithio derivatives by treatment with t-butyllithium in tetrahydrofuran at -78 deg C, and these derivatives were then treated, at ambient temperature with elemental sulfur, selenium, or tellurium.The resulting lithium thiolates, selenolates and tellurolates were finally methylated with methyl iodide to afford good yields (typically 50-80percent) of the various methylchalcogeno-substituted aromatic compounds.The procedure could not be used for the synthesis of ortho-disubstituted compounds, or for the simultaneous introduction of three methylchalcogeno groups.
