N-tosylcarboxamide as a transformable directing group for Pd-catalyzed C-H ortho-arylation.

Org Lett

Université de Caen Basse-Normandie, EA 4258 CERMN-FR CNRS 3038 INC3M-SF 4206 ICORE, UFR des Sciences Pharmaceutiques, F-14032 Caen, France.

Published: April 2012

AI Article Synopsis

  • The N-tosylcarboxamide group can guide Pd-catalyzed C-H arylation reactions, allowing for the creation of biarylcarboxamide compounds.
  • It can adapt to various reaction conditions, including intramolecular reactions, enhancing its versatility in chemical synthesis.
  • This functionality is crucial for developing a diverse range of biaryl-based compounds, making it an important tool in organic chemistry.

Article Abstract

The N-tosylcarboxamide group offers the possibility of directing the Pd-catalyzed C-H arylation of arenes providing a new entry to biarylcarboxamides. Moreover, its ability to react according to different reaction conditions including intramolecular reactions makes it a pivotal directing group for a divergent synthesis of biaryl-based compounds.

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http://dx.doi.org/10.1021/ol3004244DOI Listing

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