Journal
TETRAHEDRON LETTERS
Volume 45, Issue 19, Pages 3797-3801Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2004.03.083
Keywords
palladium; cross-coupling; stille; suzuki
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The synthesis of the novel oxazole building block, 4-bromomethyl-2-chlorooxazole, and its palladium-catalysed cross-coupling reactions to make a range of 2,4-disubstituted oxazoles, is described. Selectivity for the 4-bromomethyl position is observed, with Stifle coupling effected in good to excellent yields, or Suzuki coupling in moderate yields, to provide a range of 4-substituted-2-chlorooxazoles. Subsequent coupling at the 2-chloro-position can be achieved through either Stille Or Suzuki reactions in excellent yields. (C) 2004 Elsevier Ltd. All rights reserved.
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