Journal
TETRAHEDRON LETTERS
Volume 49, Issue 51, Pages 7279-7283Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.10.021
Keywords
Adenines; C-H arylation; Palladium; Copper; Aryl chlorides; Microwave irradiation
Categories
Funding
- CNRS
- MNSER
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A direct C-H arylation of free-(NH2) adenines using Pd(OH)(2)/C (Pearlman's catalyst) and stoichiometric amount of copper iodide under ligandless microwave activation is described. This new protocol proved to be highly effective to synthesize a variety of 8-aryladenine derivatives 3 without prior protection of the amino substituent. The arylation reaction takes place rapidly within few Minutes and allows the coupling to proceed regioselectively at the 8-position with a wide range of aryl halides including aryl iodides, bromides and the less reactive aryl chlorides. (C) 2008 Elsevier Ltd. All rights reserved.
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