Rediscovering copper-based catalysts for intramolecular carbon–hydrogen bond functionalization by carbene insertion

Carmen Martín; Tomás R. Belderraín; Pedro J. Pérez

doi:10.1039/B911589G

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Organic & Biomolecular Chemistry

Issue 22, 2009

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Rediscovering copper-based catalysts for intramolecular carbon–hydrogen bond functionalization by carbene insertion

Carmen Martín , Tomás R. Belderraín and Pedro J. Pérez

Org. Biomol. Chem., 2009, 7, 4777-4781

DOI: 10.1039/B911589G
Received 12 Jun 2009, Accepted 07 Aug 2009
First published on the web 21 Sep 2009

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Abstract
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A series of Tp^xCu complexes (Tp^x = hydrotrispyrazolylborate ligand) have been tested as catalysts for the decomposition of several diazoacetates and N,N-disubstituted diazoacetamides and the subsequent formation of lactones and lactams, respectively. The complexes containing the ligands Tp^Br3 or Tp^Ms have provided activities and selectivities for these transformations comparable with or, in some cases, better than the well-known rhodium catalyst Rh₂(OAc)₄.

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Experimental details, characterization data and NMR spectraof the reaction products
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Organic & Biomolecular Chemistry

Rediscovering copper-based catalysts for intramolecular carbon–hydrogen bond functionalization by carbene insertion

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