4.8 Article

Cu(II)-Mediated C-S/N-S Bond Formation via C-H Activation: Access to Benzoisothiazolones Using Elemental Sulfur

Journal

ORGANIC LETTERS
Volume 16, Issue 21, Pages 5644-5647

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol5027156

Keywords

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Funding

  1. National Basic Research Program of China [2015CB856600]
  2. NSFC [21422206, 21272206]
  3. Fundamental Research Funds for the Central Universities [2014QNA3008]
  4. Qianjiang Project [2013R10033]
  5. Special Fund for Agro-Scientific Research in the Public Interest of China [201403030]

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A copper-mediated CS/NS bondforming reaction via CH activation that uses elemental sulfur has been developed. The addition of TBAI was found to be crucial for the success of this transformation. The method is scalable, shows excellent functional group tolerance, and is compatible with heterocycle substrates, providing efficient and practical access to benzoisothiazolones. The direct diversification of the benzoisothiazolone products into a variety of sulfur-containing compounds is also demonstrated.

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