Construction of Isocytosine Scaffolds via DNA-Compatible Biginelli-like Reaction.

Org Lett

PharmaBlock Sciences (Nanjing), Inc., Nanjing 210032, Jiangsu Province, China.

Published: July 2023


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Article Abstract

Herein we report a DNA-compatible Biginelli reaction to construct isocytosine scaffolds. This reaction utilizes a one-pot reaction of DNA-conjugated guanidines with aldehydes and methyl cyanoacetates to give isocytosine derivatives, and the method is well compatible with different types of substrates. This is the first report on the synthesis of an isocytosine backbone in the field of DNA-compatible organic synthesis. The successful development of this reaction can widen the chemical space of DELs.

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http://dx.doi.org/10.1021/acs.orglett.3c01986DOI Listing

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