[3+2]-Cycloaddition of 2H-Azirines with Nitrosoarenes: Visible-Light-Promoted Synthesis of 2,5-Dihydro-1,2,4-oxadiazoles

被引:67
|
作者
Cai, Bao-Gui [1 ]
Chen, Ze-Le [1 ]
Xu, Guo-Yong [3 ]
Xuan, Jun [1 ,3 ]
Xiao, Wen-Jing [2 ]
机构
[1] Anhui Univ, Coll Chem & Chem Engn, Anhui Prov Key Lab Chem Inorgan Organ Hybrid Func, Hefei 230601, Anhui, Peoples R China
[2] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China
[3] Anhui Univ, Inst Phys Sci & Informat Technol, Hefei 230601, Anhui, Peoples R China
基金
中国国家自然科学基金;
关键词
SOLID-PHASE SYNTHESIS; PHOTOREDOX CATALYSIS; CYCLOADDITION; CYCLIZATION; CHEMISTRY; FUNCTIONALIZATION; DERIVATIVES; ANNULATION; 1,2,4-OXADIAZOLES; CYCLOPROPANES;
D O I
10.1021/acs.orglett.9b01416
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A formal [3 + 2]-cycloaddition reaction of 2H-azirines with nitrosoarenes has been achieved under irradiation by visible light with the assistance of organic dye photoredox catalyst. This method utilizes nitrosoarenes as efficient radical acceptors and provides a green and powerful method for a series of biologically important 1,2,4-oxadiazole derivatives in moderate to good yields.
引用
收藏
页码:4234 / 4238
页数:5
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