SYNTHESIS OF 4-AMINOQUINOLINES BY AEROBIC OXIDATIVE PALLADIUM-CATALYZED DOUBLE C-H ACTIVATION AND ISOCYANIDE INSERTION

Authors

  • T. Vlaar Department of Chemistry & Pharmaceutical Sciences and Amsterdam Institute for Molecules Medicines and Systems (AIMMS), VU University Amsterdam
  • B. U. W. Maes Organic Synthesis, Department of Chemistry, University of Antwerp
  • E. Ruijter Department of Chemistry & Pharmaceutical Sciences and Amsterdam Institute for Molecules Medicines and Systems (AIMMS), VU University Amsterdam
  • R. V. A. Orru Department of Chemistry & Pharmaceutical Sciences and Amsterdam Institute for Molecules Medicines and Systems (AIMMS), VU University Amsterdam

DOI:

https://doi.org/10.1007/485

Keywords:

isocyanides, palladium, quinolines, catalysis, C–H bond activation, imidoylative cross-coupling

Abstract

An unprecedented aerobic oxidative Pd-catalyzed imidoylative coupling of two C–H fragments furnishing medicinally valuable 4-aminoquinolines is reported. Optimization studies are described and several analogs were successfully prepared.

Also published in Chemistry of Heterocyclic Compounds, 2013, 49 (6), pp 902-908

http://link.springer.com/article/10.1007/s10593-013-1324-z

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Published

2013-06-13

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Section

Original Papers