Synthesis of dibromo- and tetrabromo-bipyrrolines and their corresponding 2,6-diazasemibullvalene derivatives
Literature Information
Publication Date
2017-06-12
DOI
10.1039/C7QO00287D
Impact Factor
5.281
Authors
Zhe Huang, Ming Zhan, Shaoguang Zhang, Qian Luo, Wen-Xiong Zhang
View Original
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.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
6-Bromo-3,4-dihydro-2H-1,4-benzoxazine hydrochloride (1:1)
CAS Number:
1260803-10-8
Molecular Formula:
C8H9BrClNO
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