Jump to main content
Jump to site search


Synthesis of dibromo- and tetrabromo-bipyrrolines and their corresponding 2,6-diazasemibullvalene derivatives

Author affiliations

Abstract

Treatment of Δ1-dipyrrolines with NBS afforded α,α′-dibromo-Δ1-bipyrrolines and α,α,α′,α′-tetrabromo-Δ1-bipyrrolines respectively with excellent selectivity depending on the amount of NBS. All these multibromo-substituted Δ1-bipyrrolines could be efficiently transformed into their corresponding 2,6-diazasemibullvalene derivatives via reduction with lithium. An unprecedented rearrangement of 4,8-dibromo-2,6-diazasemibullvalene afforded a new type of bipyrroline derivative.

Graphical abstract: Synthesis of dibromo- and tetrabromo-bipyrrolines and their corresponding 2,6-diazasemibullvalene derivatives

Back to tab navigation

Supplementary files

Publication details

The article was received on 12 Apr 2017, accepted on 08 Jun 2017 and first published on 12 Jun 2017


Article type: Research Article
DOI: 10.1039/C7QO00287D
Citation: Org. Chem. Front., 2017, Advance Article
  •   Request permissions

    Synthesis of dibromo- and tetrabromo-bipyrrolines and their corresponding 2,6-diazasemibullvalene derivatives

    Z. Huang, M. Zhan, S. Zhang, Q. Luo, W. Zhang and Z. Xi, Org. Chem. Front., 2017, Advance Article , DOI: 10.1039/C7QO00287D

Search articles by author

Spotlight

Advertisements