4.8 Article

Solventless and metal-free regioselective hydrofluorination of functionalized alkynes and allenes: an efficient protocol for the synthesis of gem-difluorides

Journal

GREEN CHEMISTRY
Volume 21, Issue 6, Pages 1467-1471

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8gc03876g

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Funding

  1. National Institutes of Health [R01GM121660]
  2. National Science Foundation of China [NSFC-21672035]
  3. Camille and Henry Dreyfus Foundation
  4. California State University, Fresno

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The combination of two easily handled, highly acidic liquid HF complex reagents, DMPU-12HF and KHSO4-13HF, generated a highly acidic fluorination system that facilitated exclusive Markovnikov addition of HF to widely functionalized alkynes, including alkyne tethered drugs, or allenes to produce gem-difluorides with high atom economy, and with an easy workup.

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