Facile Synthesis of Quinoxaline-2-thiol and Quinoxaline from α-Oxosulfines and o-Aylenediamines

被引：7
作者：
Dong, Jun [1 ]
Chen, Youwei [1 ]
Huang, Xingcai [1 ]
机构：
[1] Yancheng Teachers Univ, Fac Chem & Environm Engn, Yancheng 224007, Peoples R China
来源：
SYNTHESIS-STUTTGART | 2022年 / 54卷 / 11期
基金：
中国国家自然科学基金;
关键词：
alpha-oxosulfines; o; -arylenediamines; quinoxaline-2-thiol; quinoxaline; ring formation reaction; DERIVATIVES; SULFINES; ANTICANCER; INHIBITORS;
D O I：
10.1055/a-1740-5785
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A series of quinoxaline-2-thiols and quinoxalines were prepared in moderate to good yields from various phenacyl sulfoxides bearing 1-methyl-1H-tetrazole and o-arylenediamines. The proposed reaction mechanism involves generation of sulfines from the phenacyl sulfoxides bearing 1-methyl-1H-tetrazole through thermolysis elimination. Then, site-selective carbophilic addition of sulfines by o-arylenediamines, followed by elimination, intramolecular nucleophilic addition, and dehydration condensation. The current method provides a direct and simple strategy for the preparation of quinoxaline-2-thiols and quinoxalines.
引用
收藏
页码：2616 / 2628
页数：13
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