Synthesis of Arylstannanes via Palladium-Catalyzed Decarbonylative Coupling of Aroyl Fluorides

被引:30
作者
Kayumov, Muzaffar [1 ,2 ]
Zhao, Jian-Nan [1 ,3 ]
Mirzaakhmedov, Sharafitdin [4 ]
Wang, Dong-Yu [1 ]
Zhang, Ao [1 ,2 ,3 ]
机构
[1] Chinese Acad Sci, SIMM, CAS Key Lab Receptor Res, Shanghai 201203, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
[3] ShanghaiTech Univ, Sch Life Sci & Technol, Shanghai 201210, Peoples R China
[4] Acad Sci Uzbek, Inst Bioorgan Chem, Tashkent 100125, Uzbekistan
基金
中国国家自然科学基金;
关键词
stannylation; Pd-catalyzed; acyl fluorides; decarbonylation; late-stage diversification; ARYL STANNANES; MEDIATED FLUORINATION; ACID FLUORIDES; HALIDES; STANNYLATION; REAGENTS;
D O I
10.1002/adsc.201901223
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Aryl stannanes are valuable precursors in organic transformations, but their synthetic methods are limited. Here we present a Pd-catalyzed decarbonylative stannylation of acid fluorides in the absence of exogenous base. Various aryl stannanes were efficiently prepared from bench-stable transition metal catalyst and ligand with broad functional group compatibility and substrate scope including natural products and pharmaceuticals. This protocol was also successfully used to a late-stage diversification of an existing uricosuric drug probenecid
引用
收藏
页码:776 / 781
页数:6
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