4.8 Article

Silver-Catalyzed Intramolecular Chloroamination of Allenes: Easy Access to Functionalized 3-Pyrroline and Pyrrole Derivatives

Journal

ORGANIC LETTERS
Volume 13, Issue 17, Pages 4676-4679

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol201895s

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Funding

  1. JSPS
  2. Grants-in-Aid for Scientific Research [21106005, 21106001, 09J05309, 23350017] Funding Source: KAKEN

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A 1,10-phenanthroline-ligated cationic silver complex allows the intramolecular chloroamination of allenes with N-chlorosuccinimide using 2,6-lutidine as a base. This process proceeds under mild conditions and can tolerate a variety of functional groups. The chloroamination products are useful synthetic intermediates and can be easily transformed Into functionalized 3-pyrroline and pyrrole derivatives.

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