A one-pot, water compatible synthesis of pyrimidine nucleobases under plausible prebiotic conditions. Issue 13 (25th January 2019)

• Record Type: Journal Article
• Authors: Okamura, Hidenori; Becker, Sidney; Tiede, Niklas; Wiedemann, Stefan; Feldmann, Jonas; Carell, Thomas
• Is Part Of: Chemical communications. Volume 55:Issue 13(2019)
• Page Start: 1939
• Page End: 1942
• Publication Date: 2019-01-25
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c8cc09435g
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : A prebiotically plausible one-pot formation pathway of 4-substituted pyrimidine nucleobases in water, starting from cyanoacetylene. Abstract : 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 α, β-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.