Radical-mediated chemo-divergent recyclization of 1,2,3,4-benzothiatriazine-1,1-dioxides: alkyl migration and dearomatization

被引:0
作者
Nan, Jiang [1 ]
Yang, Shuai [1 ]
Huang, Guanjie [1 ]
Fan, Liangxin [2 ]
机构
[1] Shaanxi Univ Sci & Technol, Coll Chem & Chem Engn, Key Lab Chem Addit China Natl Light Ind, Xian 710021, Peoples R China
[2] Henan Agr Univ, Coll Sci, Zhengzhou 450002, Peoples R China
关键词
ASYMMETRIC DEAROMATIZATION; ISOMERIZATION; CYCLIZATION;
D O I
10.1039/d5cc00008d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A divergent denitrogenation/recyclization of 1,2,3,4-benzothiatriazine-1,1-dioxides is disclosed, including C(sp2)-alkyl transposition and aniline dearomatization. Regarding the alkyl migration process, a rare radical-mediated model is presented. Synthetically, sterically-congested biaryl sultams and ortho-all carbon quaternary stereocenter-substituted imines are expeditiously assembled in a simple reaction system. Mechanistic insights indicate that an innovative pattern of diradical-triggered addition probably plays an essential role in the process of C(sp2)-alkyl transformation.
引用
收藏
页码:5503 / 5506
页数:4
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