4.7 Article

NIS/CHP-mediated reaction of isocyanides with hydrazones: access to aminopyrazoles

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 2, Issue 3, Pages 259-264

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c4qo00289j

Keywords

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Funding

  1. Natural Science Foundation of China [21172162, 21372174]
  2. Young National Natural Science Foundation of China [21202111]
  3. Ph.D. Programs Foundation of Ministry of Education of China [2013201130004]
  4. Young Natural Science Foundation of Jiangsu Province [BK2012174]
  5. Key Laboratory of Organic Synthesis of Jiangsu Province [KJS1211]
  6. PAPD
  7. Soochow University

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A NIS/CHP-mediated [4 + 1]-cycloaddition of isocyanides with 1,2-diaza-1,3-dienes generated in situ from hydrazones under metal-free conditions has been developed. This protocol provides a new, atom efficient and step efficient way to construct aminopyrazoles in good to excellent yields via formation of new C-C/C-N bonds, utilizing a catalytic amount of NIS in the presence of CHP.

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