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Issue 13, 2019
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A one-pot, water compatible synthesis of pyrimidine nucleobases under plausible prebiotic conditions

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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.

Graphical abstract: A one-pot, water compatible synthesis of pyrimidine nucleobases under plausible prebiotic conditions

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Supplementary files

Article information


Submitted
27 Nov 2018
Accepted
07 Jan 2019
First published
07 Jan 2019

Chem. Commun., 2019,55, 1939-1942
Article type
Communication

A one-pot, water compatible synthesis of pyrimidine nucleobases under plausible prebiotic conditions

H. Okamura, S. Becker, N. Tiede, S. Wiedemann, J. Feldmann and T. Carell, Chem. Commun., 2019, 55, 1939
DOI: 10.1039/C8CC09435G

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