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Updated: Aug 10, 2025

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Arylative Methylation of 2,3-Dihydropyrazines and Pyrazinones Using Dimethyl Sulfoxide as a C1 Source
Kuntal Palit1, Nayim Sepay2, Niranjan Panda1
1Department of Chemistry, National Institute of Technology, Rourkela, Odisha 769008, India.
Abstract:
Divergent synthesis of α-C-H methylated pyrazines and pyrazinones using dimethyl sulfoxide as a nonconventional methylating agent under metal-free conditions was reported. Dimethyl sulfoxide-coordinated bromine cation pools generated from the treatment of dimethyl sulfoxide and 1,2-dibromoethane undergo Pummerer-type fragmentation to afford an electrophilic methyl(methylene)sulfonium ion for reaction with a carbon nucleophile followed by aromatization to afford α-methylated pyrazines and pyrazinones.
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