4.8 Article

Decarboxylative Fluorination of Electron-Rich Heteroaromatic Carboxylic Acids with Selectfluor

Journal

ORGANIC LETTERS
Volume 19, Issue 6, Pages 1410-1413

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b00335

Keywords

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Funding

  1. National Natural Science Foundation of China [21302231]
  2. Hunan Provincial Natural Science Foundation of China [14JJ3021]
  3. Ph.D. Programs of the Foundation of Ministry of Education of China [20130162120032]
  4. Open-End Fund for the Valuable and Precision Instruments of Central South University
  5. Fundamental Research Funds for the Central Universities of Central South University

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A transition-metal-free decarboxylative fluorination of electron-rich five-membered heteroaromatics, including furan-, pyrazole-, isoxazole-, thiophene-, indole-, benzofuran- and indazolecarboxylic acids, with Selectfluor is reported. Fluorinated dimer products were observed for nitrogen-containing heteroaromatic carboxylic acids, such as indole and pyrazole. An effective method has been developed to synthesize the monomer of 2- and 3-fluoroindoles with Li2CO3 as base at low temperature.

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