Journal
TETRAHEDRON LETTERS
Volume 56, Issue 3, Pages 511-513Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2014.12.029
Keywords
1,3-Azole; CuBr2-catalysed; Iodination
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Funding
- National Science Foundation of China [21202119, 21202118, 21102101]
- China International Science and Technology Cooperation Projects [2013DFA31160]
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A mild method was developed for the direct C H iodination of 1,3-azoles catalysed by CuBr2. Compared with the traditional metalation/iodination sequences carried out with nBuLi or TMPLi (TMP = 2,2,6, 6-tetramethylpiperidino), a relatively weaker base, LiOtBu, was used in the presence of 1,10-phenanthroline. Five series of 1,3-azoles, including benzoxazole, benzothiozole, N-methyl-benzoimidazole, 5-phenyloxazole and 2-phenyl-1,3,4-oxadiazole were tested and afforded the corresponding iodination products. (C) 2014 Published by Elsevier Ltd.
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