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4-bromomethyl-2-chlorooxazole - a versatile oxazole cross-coupling unit for the synthesis of 2,4-disubstituted oxazoles

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JournalTetrahedron Letters
DatePublished - 3 May 2004
Issue number19
Volume45
Number of pages5
Pages (from-to)3797-3801
Original languageEnglish

Abstract

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.

    Research areas

  • palladium, cross-coupling, stille, suzuki, LEUCASCANDROLIDE-A

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