Organocatalyzed regio- and stereoselective diamination of functionalized alkenes

Hui Wu, Xiaoyun Ji, Hao Sun, Guanghui An, Jianlin Han, Guigen Li, Yi Pan

Research output: Contribution to journalArticle

12 Scopus citations

Abstract

The first organocatalyzed diamination reaction of alkenes with N,N-dichlorotoluenesulfonamide (TsNCl2) and acetonitrile as nitrogen sources was reported. The catalytic diamination reaction was convenient to carry out, resulting in imidazoline products with good yields and excellent regio- and stereoselectivities. Several other organic molecules were also tried as catalyst for this reaction and good results were achieved. A new one-pot synthesis of vicinal diamines via the current PPh3-catalyzed diamination and the hydrolysis of resulting imidazoline products with SnCl4 as promoter was also established.

Original languageEnglish
Pages (from-to)4555-4559
Number of pages5
JournalTetrahedron
Volume66
Issue number25
DOIs
StatePublished - Jun 19 2010

Keywords

  • Diamination
  • Imidazoline
  • Organocatalyst
  • Triphenylphosphine
  • Vicinal diamines

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