Visible-Light Photocatalytic Cyclopropanation of Alkenes with Dibromomethane

被引:1
作者
Tian, Yiqiang [1 ]
Zhang, Yuekun [1 ]
Niu, Jiapan [1 ]
Zhang, Chun [1 ,2 ]
机构
[1] Tianjin Univ, Inst Mol Plus, Fac Med, Sch Pharmaceut Sci & Technol,Dept Chem, Weijin Rord 92, Tianjin 300072, Peoples R China
[2] Tianjin Key Lab Innovat Drugs Targeting Cent Nervo, Lanyuan Rd 5, Tianjin 300384, Peoples R China
基金
中国国家自然科学基金;
关键词
Photocatalytic; Cyclopropanation; Trifluoromethyl; Organoborate; Radical; CYCLIZATION; GENERATION; ENABLES; TRIFLUOROMETHYL; DISCOVERY; FLUORINE; POTENT; ALPHA; SALTS;
D O I
10.1002/cctc.202400972
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The cyclopropane unit plays a crucial role in pharmaceutical compound design and organic transformation. In this study, we have developed a novel redox-neutral photocatalytic cyclopropanation method involving dibromomethane and alkenes. This chemistry enables the synthesis of valuable functional group-substituted cyclopropanes using readily available starting materials and practical reaction conditions. Additionally, we have demonstrated the versatility of the products as precursors for various cyclopropane derivatives with different substituents. Importantly, this protocol facilitates the synthesis of a key unit found in a specific type of T-type calcium channel blocker. Furthermore, the proposed reaction mechanism is well-supported by control experiments. A novel redox-neutral photocatalytic cyclopropanation of dibromomethane with alkenes has been developed. This chemistry enables the synthesis of valuable cyclopropane derivatives under mild reaction conditions, utilizing readily available starting materials. image
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页数:6
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