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Okamura, Hidenori ORCID: 0000-0002-2792-9595; Becker, Sidney ORCID: 0000-0002-4746-2822; Tiede, Niklas; Wiedemann, Stefan; Feldmann, Jonas ORCID: 0000-0002-3887-2213; Carell, Thomas ORCID: 0000-0001-7898-2831 (7. January 2019): A one-pot, water compatible synthesis of pyrimidine nucleobases under plausible prebiotic conditions. In: Chemical Communications, Vol. 55: pp. 1939-1942
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Herein, we report a new prebiotically plausible pathway towards a pyrimidine nucleobase in continuous manner. The route involves simultaneous methylation and carbamoylation of cyanoacetylene-derived alpha,beta-unsaturated thioamide with N-methyl-N-nitrosourea (MNU) in aqueous media. This provides S-methylpyrimidinone in one-pot, which can be converted into a variety of 4-substituted pyrimidine nucleobases including cytosine and uracil.