Photoinduced [3+2] Cycloaddition of Alkyl-Acceptor Diazoalkanes: Diversity-Oriented Synthesis of Pyrazolines Containing a Quaternary Center

被引:4
作者
He, Fengya [1 ]
Sun, Ziyi [1 ]
Xu, Yiwei [1 ]
Yu, Jingwen [1 ]
Li, Wenyong [2 ]
Miao, Hui [2 ]
Wu, Chenggui [1 ,2 ]
机构
[1] Anhui Univ Chinese Med, Key Lab Xinan Med, Minist Educ, Hefei 230038, Anhui, Peoples R China
[2] Fuyang Normal Univ, Sch Biol & Food Engn, Anhui Prov Key Lab Environm Hormone & Reprod, Fuyang 236037, Anhui, Peoples R China
关键词
FORMAL 4+1 CYCLOADDITION; ENANTIOSELECTIVE SYNTHESIS; 1,3-DIPOLAR CYCLOADDITION; ASYMMETRIC-SYNTHESIS; CASCADE SYNTHESIS; DIAZO-COMPOUNDS; DIHYDROPYRAZOLES; TRANSFORMATIONS; DERIVATIVES; SELECTIVITY;
D O I
10.1021/acs.orglett.3c04296
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We present a new [3+2] cycloaddition reaction between alkyl-acceptor diazoalkanes under visible light irradiation. By employing easily accessible alkyl-acceptor-type diazoalkanes or their precursor hydrazones as both 1,3-dipoles and dipolarophiles, a diverse range of pyrazoline derivatives featuring a quaternary center have been efficiently synthesized in a predictable manner, with excellent functional group tolerance and good yields. Furthermore, scale-up experiments and downstream transformations of the product were also detailed.
引用
收藏
页码:4031 / 4036
页数:6
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