Tetrahedron

Efficient synthesis of ratiometric fluorescent nucleosides featuring 3-hydroxychromone nucleobases

…, VV Shvadchak, AS Klymchenko, Y Mély, A Burger…

Index: Spadafora, Marie; Postupalenko, Victoria Y.; Shvadchak, Volodymyr V.; Klymchenko, Andrey S.; Mely, Yves; Burger, Alain; Benhida, Rachid Tetrahedron, 2009 , vol. 65, # 37 p. 7809 - 7816

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Citation Number: 32

Abstract

The synthesis of a novel class of fluorescent nucleosides featuring 2-aryl-3- hydroxychromones (3-HC) as base analogues is described. Nucleoside 1a bearing the 2- thienyl-3-HC nucleobase was prepared using sequential aryl–aldol condensation/ cycloetherification or a Friedel–Crafts glycosylation as key steps. The synthesis of the triazolyl derivative 1b was achieved using a convergent 1, 3-dipolar cycloaddition strategy ...

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