Title

Green one-pot synthesis of pyrido-dipyrimidine DNA-base hybrids in water.

Authors

Milović, Emilija; Janković, Nenad; Vraneš, Milan; Stefanović, Srđan; Petronijević, Jelena; Joksimović, Nenad; Muškinja, Jovana; Ratković, Zoran

Abstract

Reactions in water as a safe and cheap solvent is a major goal of green chemistry. Actual synthesis of pyrido-dipyrimidine scaffold, named DNA-base hybrids, involves catalysis in hazardous solvents. Here we synthesised pyrido-dipyrimidines by one-pot heterocyclization of thiobarbituric acid, vanillic aldehydes and amines in water. Enamine and vanillidene are key intermediates of the Biginelli-like reaction mechanism. Our synthetic method displays several benefits such as the use of a green medium and various substrates, and yields up to 99%.

Subjects

SUSTAINABLE chemistry; WATER; CATALYSIS; DNA synthesis; ALDEHYDES; SOLVENTS

Publication

Environmental Chemistry Letters, 2021, Vol 19, Issue 1, p729

ISSN

1610-3653

Publication type

Academic Journal

DOI

10.1007/s10311-020-01076-9