4.7 Article

Palladium-catalyzed highly efficient synthesis of functionalized indolizines via cross-coupling/cycloisomerization cascade

Journal

CHEMICAL COMMUNICATIONS
Volume 51, Issue 30, Pages 6633-6636

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5cc01151e

Keywords

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Funding

  1. National Natural Science Foundation of China [21125210, 21421091]
  2. Chinese Academy of Science
  3. Major State Basic Research Development Program [2011CB808700]

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An efficient Pd-catalyzed cross-coupling/cycloisomerization of 3-(2-pyridyl) propargyl carbonates with organoboronic acids has been developed, which provides a straightforward route for the synthesis of 1,3-disubstituted indolizines with a wide variety of substituents. The mechanistic study indicates that the reaction proceeds via formation of an allenyl pyridine intermediate through palladium-catalyzed coupling reaction followed by cyclization.

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