4.7 Article

Iridium(III)-Catalyzed Direct C-H Sulfonamidation of 2-Aryl-1,2,3-triazole N-Oxides with Sulfonyl Azides

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 358, Issue 2, Pages 326-332

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201501036

Keywords

2-aryl-1,2,3-triazole N-oxides; C-H bond activation; iridium catalysis; sulfonamidation

Funding

  1. NSF of China [21172200, 21572072]
  2. Zhengzhou University

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We have developed a method for the direct sulfonamidation of 2-aryl-1,2,3-triazole N-oxides using sulfonyl azides as the amino source to release molecular nitrogen as the sole by-product. This protocol exhibits excellent functional group tolerance and proceeds efficiently under external oxidant-free conditions. Various 2-(2-sulfonamidoaryl)-1,2,3-triazoles were prepared in up to 97% yields for 25 examples with excellent regioselectivity.

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