Redox-Neutral Generation of Iminyl Radicals by N-Heterocyclic Carbene Catalysis: Rapid Access to Phenanthridines from Vinyl Azides

被引：0
|
作者：
Liu, Lixia [1 ]
Zhang, Qijing [1 ]
Wang, Chengming [1 ]
机构：
[1] Jinan Univ, Coll Chem & Mat Sci, Guangdong Prov Key Lab Funct Supramol Coordinat Ma, Guangzhou 511443, Guangdong, Peoples R China
来源：
ORGANIC LETTERS | 2022年
关键词：
CYCLIZATION;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An N-heterocyclic carbene-catalyzed oxidant-, metal-and light-free iminyl radical generation pathway stemming from the reaction of vinyl azide and alpha-bromo ester is uncovered. This newly developed methodology is successfully applied to the redox-neutral construction of a number of diversified phenanthridine derivatives with nice functional group compatibility. Insights from the mechanism study reveal that this NHC-catalyzed transformation potentially proceeds through an alkyl radical addition-initiated HAS process, with the iminyl radical as an active intermediate.
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页数：5
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