4.8 Article

Investigation of the Scope and Regiochemistry of Alkynylboronate Cycloadditions with Sydnones

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 131, Issue 22, Pages 7762-7769

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja902460n

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Funding

  1. EPSRC
  2. Syngenta
  3. EPSRC [EP/D03213X/1] Funding Source: UKRI
  4. Engineering and Physical Sciences Research Council [EP/D03213X/1] Funding Source: researchfish

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The cycloaddition of alkynylboronates and sydnones provides a convenient and highly regioselective method for the synthesis of a broad range of di-, tri-, and tetrasubstituted pyrazole boronic esters. The origins of an observed regiochemical divergence in the reactions of terminal alkynylboronates with their more substituted analogues have been studied by DFT methods.

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