4.4 Article

Efficient synthesis of novel chalcogen-containing derivatives of DNA nucleobases

Journal

TETRAHEDRON
Volume 71, Issue 12, Pages 1792-1798

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2015.02.005

Keywords

DNA nucleobases; 9-(2-Bromoethyl)adenine; Adenine derivatives; Chalcogens; Woollins' reagent

Funding

  1. University of St Andrews
  2. EPSRC [EP/K031252/1, EP/K039210/1] Funding Source: UKRI
  3. Engineering and Physical Sciences Research Council [EP/K039210/1, EP/K503940/1, EP/K031252/1] Funding Source: researchfish

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The formation of a library of chalcogen-containing DNA nucleobase derivatives is presented. Reacting easily accessible 9-(2-bromoethyl)adenine with chalcogen-containing nucleophilic reagents led to a series of novel heteroatom derivatives incorporating S, Se and Te atoms in satisfactory yields. Two representative X-ray structures are reported. (C) 2015 Elsevier Ltd. All rights reserved.

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