Visible-light organophotoredox-mediated intermolecular formal [4+2] cycloadditions of arylcyclobutylamines with olefins

被引：3
作者：
Luo, Zhengshan [1 ]
Xing, Zequn [1 ]
Gao, Rui [1 ]
Han, Yufang [1 ]
Ren, Jun [1 ]
Wang, Zhongwen [1 ]
机构：
[1] Nankai Univ, Inst Elemento Organ Chem, Coll Chem, Frontiers Sci Ctr New Organ Matter,State Key Lab E, 94 Weijin Rd, Tianjin 300071, Peoples R China
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2023年 / 21卷 / 22期
基金：
中国国家自然科学基金;
关键词：
C-C BOND; PHOTOREDOX CATALYSIS; ANNULATION; CYCLOBUTYLANILINES; DESIGN; ACID;
D O I：
10.1039/d3ob00527e
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We have developed a visible-light-mediated formal [4 + 2] cycloaddition of arylcyclobutylamines with olefins, using QXPT-NPhCN as an organic photocatalyst. The corresponding cycloadducts could be obtained from electron-deficient olefins, aryl olefins and exocyclic olefins. We found that the addition of K3PO4 could significantly promote the cycloadditions. Using this method, 2-functionalized cyclohexylamines including the ones with spiro-skeletons can be expediently obtained. Based on the "3D-bioisostere" principle, we designed and synthesized three cyclohexylamine 2-sulfonylurea compounds.
引用
收藏
页码：4637 / 4642
页数：6
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