Title: A novel and versatile entry to asymmetrically substituted pyrazines
Authors: Mehta Pravinchandra, Vaibhav ×
Sharma, Anuj
Van Hecke, Kristof
Van Meervelt, Luc
Van der Eycken, Erik #
Issue Date: Mar-2008
Publisher: Amer chemical soc
Series Title: Journal of Organic Chemistry vol:73 issue:6 pages:2382-2388
Abstract: A novel and convenient procedure for the synthesis of asymmetrically tri- and tetrasubstituted pyrazines starting from para-methoxybenzyl-protected 3,5-dichloro-2(1H)-pyrazinones was elaborated. The key step is the conversion of the intermediate para-methoxybenzyl-protected thiopyrazinone upon treatment with MeI/I-2, into a pyrazine, rendering the chlorine in the C5-position susceptible to substitution. This approach entails the orthogonal introduction of the four substituents of the pyrazine scaffold. The application of microwave irradiation during different steps of the sequence has been shown to be highly valuable for speeding up reactions.
ISSN: 0022-3263
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Biochemistry, Molecular and Structural Biology Section
Molecular Design and Synthesis
Molecular Imaging and Photonics
× corresponding author
# (joint) last author

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