![1-[(4-Methylphenyl)sulfonyl]-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile structure](https://cnstatic.chemtradehub.com/structs/143/1434747-57-5-fc0d.webp "1-[(4-Methylphenyl)sulfonyl]-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile structure")
Synthesis of dibromo- and tetrabromo-bipyrrolines and their corresponding 2,6-diazasemibullvalene derivatives
文献信息
发布日期
2017-06-12
DOI
10.1039/C7QO00287D
影响因子
5.281
作者
Zhe Huang, Ming Zhan, Shaoguang Zhang, Qian Luo, Wen-Xiong Zhang
查看原文
摘要
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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来源期刊
Organic Chemistry Frontiers
CiteScore:
7.8
自引率:
8.7%
年发文量:
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
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