Access to 1,4-Dihydrobenzo[e][1,2,4]triazin-4-yl Derivatives

被引：61
|
作者：
Constantinides, Christos P. [1 ]
Obijalska, Emilia [2 ]
Kaszynski, Piotr [2 ,3 ]
机构：
[1] N Carolina State Univ, Dept Chem, Box 8204, Raleigh, NC 27695 USA
[2] Univ Lodz, Fac Chem, PL-91403 Lodz, Poland
[3] Polish Acad Sci, Ctr Mol & Macromol Studies, Sienkiewicza 112, PL-90363 Lodz, Poland
来源：
ORGANIC LETTERS | 2016年 / 18卷 / 05期
基金：
美国国家科学基金会;
关键词：
MAGNETIC-PROPERTIES; RADICALS; CHAINS;
D O I：
10.1021/acs.orglett.5b03528
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A simple, one-pot method for the preparation of 1 -aryl-3-phenyl-1,4-dihydrobenzo[e][1,2,4]triazin-4-yl radicals by addition of aryllithium to the readily available 3-phenylbenzo[e][1,2,4]triazine followed by aerial oxidation is described. The intermediate anion is also trapped as an N-benzyloxycarbonyl derivative and purified prior to deprotection and oxidation to the radical. The method was demonstrated for nine (het)arenes, and the regioselectivity of nucleophilic addition to the benzo [e] [1,2,4]triazine and trapping of the intermediate anion with electrophiles was assessed computationally.
引用
收藏
页码：916 / 919
页数：4
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