4.4 Article

Regioselective Sonogashira cross-coupling reactions of 6-chloro-2,8-diiodo-9-THP-9H-purine with alkyne derivatives

Journal

TETRAHEDRON LETTERS
Volume 52, Issue 2, Pages 305-307

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.11.033

Keywords

Purine; Metallation; Lithiation; Regioselective functionalization

Funding

  1. Institut Curie
  2. French Ministry of Research

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Lithiation of 6-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine with LiTMP, gave access to 6-chloro-2,8-dihalogenated purine derivatives. In particular, the 6-chloro-2,8-diiodopurine derivative is an interesting new intermediate which gave regioselectively various 2-alkynylated compounds or 2,8-dialkynylated purines by using an excess of alkyne. (C) 2010 Elsevier Ltd. All rights reserved.

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