Synthesis of gem-Disulfonyl Enamines via an Iminyl-Radical- Mediated Formal 1,3-HAT/Radical Coupling Cascade

被引：15
作者：
Fang, Zhongxue [1 ]
Zhang, Yujie [1 ]
Zhang, Zhansong [2 ]
Song, Qingming [2 ]
Wu, Yong [2 ]
Liu, Zhaohong [2 ]
Ning, Yongquan [2 ]
机构：
[1] Yancheng Teachers Univ, Sch Chem & Environm Engn, Yancheng City 224007, Peoples R China
[2] Northeast Normal Univ, Dept Chem, Jilin Prov Key Lab Organ Funct Mol Design & Synth, Changchun 130024, Peoples R China
来源：
ORGANIC LETTERS | 2022年 / 24卷 / 35期
关键词：
VINYL AZIDES SYNTHESIS; CYCLOPROPANOLS; HYDROAZIDATION; HETEROCYCLES; ACCESS;
D O I：
10.1021/acs.orglett.2c02277
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We herein report the first example of an iminyl-radicalmediated formal 1,3-HAT/radical coupling cascade of vinyl azides leading to the synthesis of tetrasubstituted gem-disulfonyl enamines. It is possible to employ a variety of vinyl azides and sulfinate salt coupling elements without sacrificing effectiveness and scalability. The combination of experimental studies and DFT calculations showed that this reaction proceeds via a radical addition/formal 1,3-HAT/radical coupling mechanism.
引用
收藏
页码：6374 / 6379
页数：6
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